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Synthesis and promising properties of a new family of high-nitrogen compounds: polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles.

Chemistry (Weinheim an der Bergstrasse, Germany)

Qi C, Li SH, Li YC, Wang Y, Zhao XX, Pang SP.
PMID: 23090884
Chemistry. 2012 Dec 14;18(51):16562-70. doi: 10.1002/chem.201202428. Epub 2012 Oct 22.

A new family of high-nitrogen compounds, that is, polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles, were synthesized in a safe and convenient manner and fully characterized. The structures of 3,3',5,5'-tetra(azido)-4,4'-azo-1,2,4-triazole (15) and 3,3',5,5'-tetra(amino)-4,4'-azo-1,2,4-triazole (23) were also confirmed by X-ray diffraction. Differential scanning...

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Qi C, Li SH, Li YC, et al. Synthesis and promising properties of a new family of high-nitrogen compounds: polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles. Chemistry. 2012;18(51):16562-70doi: 10.1002/chem.201202428.
Qi, C., Li, S. H., Li, Y. C., Wang, Y., Zhao, X. X., & Pang, S. P. (2012). Synthesis and promising properties of a new family of high-nitrogen compounds: polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles. Chemistry (Weinheim an der Bergstrasse, Germany), 18(51), 16562-70. https://doi.org/10.1002/chem.201202428
Qi, Cai, et al. "Synthesis and promising properties of a new family of high-nitrogen compounds: polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 18,51 (2012): 16562-70. doi: https://doi.org/10.1002/chem.201202428
Qi C, Li SH, Li YC, Wang Y, Zhao XX, Pang SP. Synthesis and promising properties of a new family of high-nitrogen compounds: polyazido- and polyamino-substituted N,N'-azo-1,2,4-triazoles. Chemistry. 2012 Dec 14;18(51):16562-70. doi: 10.1002/chem.201202428. Epub 2012 Oct 22. PMID: 23090884.
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Direct formation of small Cu2O nanocubes, octahedra, and octapods for efficient synthesis of triazoles.

Nanoscale

Tsai YH, Chanda K, Chu YT, Chiu CY, Huang MH.
PMID: 24947435
Nanoscale. 2014 Aug 07;6(15):8704-9. doi: 10.1039/c4nr02076f.

In most studies describing the preparation of Cu2O crystals of various morphologies, the particle sizes are normally hundreds of nanometers to micrometers due to rapid particle growth, so they are not exactly nanocrystals. Here we report surfactant-free formation of...

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Tsai YH, Chanda K, Chu YT, et al. Direct formation of small Cu2O nanocubes, octahedra, and octapods for efficient synthesis of triazoles. Nanoscale. 2014;6(15):8704-9doi: 10.1039/c4nr02076f.
Tsai, Y. H., Chanda, K., Chu, Y. T., Chiu, C. Y., & Huang, M. H. (2014). Direct formation of small Cu2O nanocubes, octahedra, and octapods for efficient synthesis of triazoles. Nanoscale, 6(15), 8704-9. https://doi.org/10.1039/c4nr02076f
Tsai, Ya-Huei, et al. "Direct formation of small Cu2O nanocubes, octahedra, and octapods for efficient synthesis of triazoles." Nanoscale vol. 6,15 (2014): 8704-9. doi: https://doi.org/10.1039/c4nr02076f
Tsai YH, Chanda K, Chu YT, Chiu CY, Huang MH. Direct formation of small Cu2O nanocubes, octahedra, and octapods for efficient synthesis of triazoles. Nanoscale. 2014 Aug 07;6(15):8704-9. doi: 10.1039/c4nr02076f. PMID: 24947435.
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Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation.

Chemistry (Weinheim an der Bergstrasse, Germany)

Srinivasan R, Coyne AG, Abell C.
PMID: 25048717
Chemistry. 2014 Sep 08;20(37):11680-4. doi: 10.1002/chem.201403021. Epub 2014 Jul 22.

A one-pot protocol for the synthesis of N-aryl 1,2,3-triazoles from arenes by an iridium-catalyzed CH borylation/copper catalyzed azidation/click sequence is described. 1 mol % of Cu(OTf)2 was found to efficiently catalyze both the azidation and the click reaction. The...

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Srinivasan R, Coyne AG, Abell C. Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation. Chemistry. 2014;20(37):11680-4doi: 10.1002/chem.201403021.
Srinivasan, R., Coyne, A. G., & Abell, C. (2014). Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation. Chemistry (Weinheim an der Bergstrasse, Germany), 20(37), 11680-4. https://doi.org/10.1002/chem.201403021
Srinivasan, Rajavel, et al. "Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 20,37 (2014): 11680-4. doi: https://doi.org/10.1002/chem.201403021
Srinivasan R, Coyne AG, Abell C. Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation. Chemistry. 2014 Sep 08;20(37):11680-4. doi: 10.1002/chem.201403021. Epub 2014 Jul 22. PMID: 25048717.
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Copper(II)-catalyzed oxidative [3+2] cycloaddition reactions of secondary amines with α-diazo compounds: a facile and efficient synthesis of 1,2,3-triazoles.

Chemical communications (Cambridge, England)

Li YJ, Li X, Zhang SX, Zhao YL, Liu Q.
PMID: 26076660
Chem Commun (Camb). 2015 Jul 25;51(58):11564-7. doi: 10.1039/c5cc02092a. Epub 2015 Jun 16.

A novel copper-catalyzed [3+2] cycloaddition reaction of secondary amines with α-diazo compounds has been developed via a cross-dehydrogenative coupling process. The reaction involves a sequential aerobic oxidation/[3+2] cycloaddition/oxidative aromatization procedure and provides an efficient method for the construction of...

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Li YJ, Li X, Zhang SX, et al. Copper(II)-catalyzed oxidative [3+2] cycloaddition reactions of secondary amines with α-diazo compounds: a facile and efficient synthesis of 1,2,3-triazoles. Chem Commun (Camb). 2015;51(58):11564-7doi: 10.1039/c5cc02092a.
Li, Y. J., Li, X., Zhang, S. X., Zhao, Y. L., & Liu, Q. (2015). Copper(II)-catalyzed oxidative [3+2] cycloaddition reactions of secondary amines with α-diazo compounds: a facile and efficient synthesis of 1,2,3-triazoles. Chemical communications (Cambridge, England), 51(58), 11564-7. https://doi.org/10.1039/c5cc02092a
Li, Yi-Jin, et al. "Copper(II)-catalyzed oxidative [3+2] cycloaddition reactions of secondary amines with α-diazo compounds: a facile and efficient synthesis of 1,2,3-triazoles." Chemical communications (Cambridge, England) vol. 51,58 (2015): 11564-7. doi: https://doi.org/10.1039/c5cc02092a
Li YJ, Li X, Zhang SX, Zhao YL, Liu Q. Copper(II)-catalyzed oxidative [3+2] cycloaddition reactions of secondary amines with α-diazo compounds: a facile and efficient synthesis of 1,2,3-triazoles. Chem Commun (Camb). 2015 Jul 25;51(58):11564-7. doi: 10.1039/c5cc02092a. Epub 2015 Jun 16. PMID: 26076660.
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From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions.

Angewandte Chemie (International ed. in English)

Yin P, Shreeve JM.
PMID: 26447630
Angew Chem Int Ed Engl. 2015 Nov 23;54(48):14513-7. doi: 10.1002/anie.201507456. Epub 2015 Oct 08.

In the design of energetic materials, high energetic performance and good molecular stability are two main goals. Energetic functionalization which strives for maximum energy often results in unstable chemical bonds and causes safety problems in practical production and storage...

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Yin P, Shreeve JM. From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions. Angew Chem Int Ed Engl. 2015;54(48):14513-7doi: 10.1002/anie.201507456.
Yin, P., & Shreeve, J. M. (2015). From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions. Angewandte Chemie (International ed. in English), 54(48), 14513-7. https://doi.org/10.1002/anie.201507456
Yin, Ping, and Shreeve, Jean'ne M. "From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions." Angewandte Chemie (International ed. in English) vol. 54,48 (2015): 14513-7. doi: https://doi.org/10.1002/anie.201507456
Yin P, Shreeve JM. From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions. Angew Chem Int Ed Engl. 2015 Nov 23;54(48):14513-7. doi: 10.1002/anie.201507456. Epub 2015 Oct 08. PMID: 26447630.
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Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles.

Organic letters

Wang W, Wei F, Ma Y, Tung CH, Xu Z.
PMID: 27549407
Org Lett. 2016 Sep 02;18(17):4158-61. doi: 10.1021/acs.orglett.6b02199. Epub 2016 Aug 23.

A copper(I)-catalyzed tandem CuAAC/alkynylation reaction of various alkynes, organic azides, and bromoalkynes to provide rapid access to 5-alkynyl-1,2,3-triazoles has been developed. The reaction proceeded via a copper-catalyzed alkyne azide cycloaddition followed by interception of the in situ formed cuprate-triazole...

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Wang W, Wei F, Ma Y, et al. Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles. Org Lett. 2016;18(17):4158-61doi: 10.1021/acs.orglett.6b02199.
Wang, W., Wei, F., Ma, Y., Tung, C. H., & Xu, Z. (2016). Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles. Organic letters, 18(17), 4158-61. https://doi.org/10.1021/acs.orglett.6b02199
Wang, Weiguo, et al. "Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles." Organic letters vol. 18,17 (2016): 4158-61. doi: https://doi.org/10.1021/acs.orglett.6b02199
Wang W, Wei F, Ma Y, Tung CH, Xu Z. Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles. Org Lett. 2016 Sep 02;18(17):4158-61. doi: 10.1021/acs.orglett.6b02199. Epub 2016 Aug 23. PMID: 27549407.
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New Colchicine-Derived Triazoles and Their Influence on Cytotoxicity and Microtubule Morphology.

ACS medicinal chemistry letters

Thomopoulou P, Sachs J, Teusch N, Mariappan A, Gopalakrishnan J, Schmalz HG.
PMID: 26985296
ACS Med Chem Lett. 2015 Dec 29;7(2):188-91. doi: 10.1021/acsmedchemlett.5b00418. eCollection 2016 Feb 11.

A series of new colchicinoids with a variable triazole unit at C-7 was synthesized through Cu(I)-catalyzed 1,3-dipolar cycloaddition (click-chemistry) of a colchicine-derived azide with various alkynes and the cytotoxicity against THP-1 and Jurkat cancer cell lines was used for...

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Thomopoulou P, Sachs J, Teusch N, et al. New Colchicine-Derived Triazoles and Their Influence on Cytotoxicity and Microtubule Morphology. ACS Med Chem Lett. 2015;7(2):188-91doi: 10.1021/acsmedchemlett.5b00418.
Thomopoulou, P., Sachs, J., Teusch, N., Mariappan, A., Gopalakrishnan, J., & Schmalz, H. G. (2016). New Colchicine-Derived Triazoles and Their Influence on Cytotoxicity and Microtubule Morphology. ACS medicinal chemistry letters, 7(2), 188-91. https://doi.org/10.1021/acsmedchemlett.5b00418
Thomopoulou, Persefoni, et al. "New Colchicine-Derived Triazoles and Their Influence on Cytotoxicity and Microtubule Morphology." ACS medicinal chemistry letters vol. 7,2 (2016): 188-91. doi: https://doi.org/10.1021/acsmedchemlett.5b00418
Thomopoulou P, Sachs J, Teusch N, Mariappan A, Gopalakrishnan J, Schmalz HG. New Colchicine-Derived Triazoles and Their Influence on Cytotoxicity and Microtubule Morphology. ACS Med Chem Lett. 2015 Dec 29;7(2):188-91. doi: 10.1021/acsmedchemlett.5b00418. eCollection 2016 Feb 11. PMID: 26985296; PMCID: PMC4753549.
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DFT Mechanistic Study of Rh(III)-Catalyzed [3 + 2]/[5 + 2] Annulation of 4-Aryl-1,2,3-triazoles and Alkynes Unveils the Dual C-H Activation Strategy.

The Journal of organic chemistry

Zhang Z, Yang S, Li J, Liao X.
PMID: 27690441
J Org Chem. 2016 Oct 21;81(20):9639-9646. doi: 10.1021/acs.joc.6b01706. Epub 2016 Oct 12.

Li and co-workers recently developed a dual C-H bond activation strategy, using a Rh(III) catalyst, for [3 + 2]/[5 + 2] annulation of primary 4-aryl-1,2,3-triazoles and alkynes. The Rh(III)-catalyzed dual annulation of 4-aryl-1,2,3-triazoles and alkynes is challenging because only...

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Zhang Z, Yang S, Li J, et al. DFT Mechanistic Study of Rh(III)-Catalyzed [3 + 2]/[5 + 2] Annulation of 4-Aryl-1,2,3-triazoles and Alkynes Unveils the Dual C-H Activation Strategy. J Org Chem. 2016;81(20):9639-9646doi: 10.1021/acs.joc.6b01706.
Zhang, Z., Yang, S., Li, J., & Liao, X. (2016). DFT Mechanistic Study of Rh(III)-Catalyzed [3 + 2]/[5 + 2] Annulation of 4-Aryl-1,2,3-triazoles and Alkynes Unveils the Dual C-H Activation Strategy. The Journal of organic chemistry, 81(20), 9639-9646. https://doi.org/10.1021/acs.joc.6b01706
Zhang, Zhongchao, et al. "DFT Mechanistic Study of Rh(III)-Catalyzed [3 + 2]/[5 + 2] Annulation of 4-Aryl-1,2,3-triazoles and Alkynes Unveils the Dual C-H Activation Strategy." The Journal of organic chemistry vol. 81,20 (2016): 9639-9646. doi: https://doi.org/10.1021/acs.joc.6b01706
Zhang Z, Yang S, Li J, Liao X. DFT Mechanistic Study of Rh(III)-Catalyzed [3 + 2]/[5 + 2] Annulation of 4-Aryl-1,2,3-triazoles and Alkynes Unveils the Dual C-H Activation Strategy. J Org Chem. 2016 Oct 21;81(20):9639-9646. doi: 10.1021/acs.joc.6b01706. Epub 2016 Oct 12. PMID: 27690441.
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Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible.

Angewandte Chemie (International ed. in English)

Krupička M, Dopieralski P, Marx D.
PMID: 28436076
Angew Chem Int Ed Engl. 2017 Jun 26;56(27):7745-7749. doi: 10.1002/anie.201612507. Epub 2017 Apr 24.

The mechanochemical cycloreversion of 1,2,3-triazole compounds, which serve as unusually stable building blocks in materials and biomolecular chemistry as a result of mild "click chemistry", remains puzzling. We show that the hitherto discussed straight-forward retro-click mechanism of the 1,4-disubstituted...

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Krupička M, Dopieralski P, Marx D. Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible. Angew Chem Int Ed Engl. 2017;56(27):7745-7749doi: 10.1002/anie.201612507.
Krupička, M., Dopieralski, P., & Marx, D. (2017). Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible. Angewandte Chemie (International ed. in English), 56(27), 7745-7749. https://doi.org/10.1002/anie.201612507
Krupička, Martin, et al. "Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible." Angewandte Chemie (International ed. in English) vol. 56,27 (2017): 7745-7749. doi: https://doi.org/10.1002/anie.201612507
Krupička M, Dopieralski P, Marx D. Unclicking the Click: Metal-Assisted Mechanochemical Cycloreversion of Triazoles Is Possible. Angew Chem Int Ed Engl. 2017 Jun 26;56(27):7745-7749. doi: 10.1002/anie.201612507. Epub 2017 Apr 24. PMID: 28436076.
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Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective Ortho-Nitration of Arenes via C-H Functionalization.

The Journal of organic chemistry

Sadhu P, Alla SK, Punniyamurthy T.
PMID: 26161951
J Org Chem. 2015 Aug 21;80(16):8245-53. doi: 10.1021/acs.joc.5b01021. Epub 2015 Aug 03.

An efficient Cu-catalyzed chemo- and regioselective ortho-nitration of N,1-diaryl-5-aminotetrazoles and N,4-diaryl-3-amino-1,2,4-triazoles have been described with good functional group compatibility. The procedure features the use of operationally simple protocol utilizing the commercially available less toxic CuCl2·2H2O as catalyst and Fe(NO3)3·9H2O...

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Sadhu P, Alla SK, Punniyamurthy T. Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective Ortho-Nitration of Arenes via C-H Functionalization. J Org Chem. 2015;80(16):8245-53doi: 10.1021/acs.joc.5b01021.
Sadhu, P., Alla, S. K., & Punniyamurthy, T. (2015). Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective Ortho-Nitration of Arenes via C-H Functionalization. The Journal of organic chemistry, 80(16), 8245-53. https://doi.org/10.1021/acs.joc.5b01021
Sadhu, Pradeep, et al. "Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective Ortho-Nitration of Arenes via C-H Functionalization." The Journal of organic chemistry vol. 80,16 (2015): 8245-53. doi: https://doi.org/10.1021/acs.joc.5b01021
Sadhu P, Alla SK, Punniyamurthy T. Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective Ortho-Nitration of Arenes via C-H Functionalization. J Org Chem. 2015 Aug 21;80(16):8245-53. doi: 10.1021/acs.joc.5b01021. Epub 2015 Aug 03. PMID: 26161951.
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Convenient preparation of 4-diazoisochroman-3-imines and 3-subsituted 3,5-dihydroisochromeno[3,4-d][1,2,3]triazoles.

Chemical communications (Cambridge, England)

Ren A, Lu P, Wang Y.
PMID: 28304029
Chem Commun (Camb). 2017 Mar 28;53(26):3769-3772. doi: 10.1039/c7cc00603a.

A novel and convenient preparation of 4-diazoisochroman-3-imines through the copper(i)-catalyzed cascade reaction of (2-ethynylphenyl)-methanols with sulfonyl azides is described. The synthesized cyclical α-diazo imidates could readily react with a variety of primary amines to furnish 3-substituted 3,5-dihydroisochromeno[3,4-d][1,2,3]-triazoles under catalyst-free...

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Ren A, Lu P, Wang Y. Convenient preparation of 4-diazoisochroman-3-imines and 3-subsituted 3,5-dihydroisochromeno[3,4-d][1,2,3]triazoles. Chem Commun (Camb). 2017;53(26):3769-3772doi: 10.1039/c7cc00603a.
Ren, A., Lu, P., & Wang, Y. (2017). Convenient preparation of 4-diazoisochroman-3-imines and 3-subsituted 3,5-dihydroisochromeno[3,4-d][1,2,3]triazoles. Chemical communications (Cambridge, England), 53(26), 3769-3772. https://doi.org/10.1039/c7cc00603a
Ren, Anni, et al. "Convenient preparation of 4-diazoisochroman-3-imines and 3-subsituted 3,5-dihydroisochromeno[3,4-d][1,2,3]triazoles." Chemical communications (Cambridge, England) vol. 53,26 (2017): 3769-3772. doi: https://doi.org/10.1039/c7cc00603a
Ren A, Lu P, Wang Y. Convenient preparation of 4-diazoisochroman-3-imines and 3-subsituted 3,5-dihydroisochromeno[3,4-d][1,2,3]triazoles. Chem Commun (Camb). 2017 Mar 28;53(26):3769-3772. doi: 10.1039/c7cc00603a. PMID: 28304029.
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Study of thermal decomposition mechanisms and absorption cross section of nitro-rich phenyl- and bis-series 1,2,3-triazoles.

Applied optics

Chaudhary AK, Rao KS, Sudheer Kumar A.
PMID: 26836085
Appl Opt. 2016 Feb 01;55(4):817-24. doi: 10.1364/AO.55.000817.

This paper reports the investigation of thermal decomposition mechanisms and evaluation of thermally released NO2 from two newly synthesized high-energy materials named 1-(4-nitrophenyl)-1H-1,2,3-triazole (S8) and 2,6-bis ((4-(nitromethyl)-1H-1,2,3-triazol-1-yl)methyl) pyridine (S9) using time-resolved pulsed photoacoustic (PA) pyrolysis technique. The PA spectra...

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Chaudhary AK, Rao KS, Sudheer Kumar A. Study of thermal decomposition mechanisms and absorption cross section of nitro-rich phenyl- and bis-series 1,2,3-triazoles. Appl Opt. 2016;55(4):817-24doi: 10.1364/AO.55.000817.
Chaudhary, A. K., Rao, K. S., & Sudheer Kumar, A. (2016). Study of thermal decomposition mechanisms and absorption cross section of nitro-rich phenyl- and bis-series 1,2,3-triazoles. Applied optics, 55(4), 817-24. https://doi.org/10.1364/AO.55.000817
Chaudhary, A K, et al. "Study of thermal decomposition mechanisms and absorption cross section of nitro-rich phenyl- and bis-series 1,2,3-triazoles." Applied optics vol. 55,4 (2016): 817-24. doi: https://doi.org/10.1364/AO.55.000817
Chaudhary AK, Rao KS, Sudheer Kumar A. Study of thermal decomposition mechanisms and absorption cross section of nitro-rich phenyl- and bis-series 1,2,3-triazoles. Appl Opt. 2016 Feb 01;55(4):817-24. doi: 10.1364/AO.55.000817. PMID: 26836085.
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Showing 25 to 36 of 913 entries