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Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines.

The Journal of organic chemistry

Malykhin RS, Kokuev AO, Dorokhov VS, Nelyubina YV, Tartakovsky VA, Tabolin AA, Ioffe SL, Sukhorukov AY.
PMID: 31595751
J Org Chem. 2019 Nov 01;84(21):13794-13806. doi: 10.1021/acs.joc.9b02010. Epub 2019 Oct 24.

In this article, comprehensive studies on the nucleophilic chlorination and bromination of readily available six-membered cyclic nitronates (1,2-oxazine-

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Malykhin RS, Kokuev AO, Dorokhov VS, et al. Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines. J Org Chem. 2019;84(21):13794-13806doi: 10.1021/acs.joc.9b02010.
Malykhin, R. S., Kokuev, A. O., Dorokhov, V. S., Nelyubina, Y. V., Tartakovsky, V. A., Tabolin, A. A., Ioffe, S. L., & Sukhorukov, A. Y. (2019). Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines. The Journal of organic chemistry, 84(21), 13794-13806. https://doi.org/10.1021/acs.joc.9b02010
Malykhin, Roman S, et al. "Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines." The Journal of organic chemistry vol. 84,21 (2019): 13794-13806. doi: https://doi.org/10.1021/acs.joc.9b02010
Malykhin RS, Kokuev AO, Dorokhov VS, Nelyubina YV, Tartakovsky VA, Tabolin AA, Ioffe SL, Sukhorukov AY. Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines. J Org Chem. 2019 Nov 01;84(21):13794-13806. doi: 10.1021/acs.joc.9b02010. Epub 2019 Oct 24. PMID: 31595751.
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Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetra-hydro-benzo[.

Acta crystallographica. Section E, Crystallographic communications

Çınar EB, Yeşilbağ S, Doğan OE, Ağar E, Dege N, Saif E.
PMID: 32939302
Acta Crystallogr E Crystallogr Commun. 2020 Aug 18;76:1472-1475. doi: 10.1107/S2056989020010646. eCollection 2020 Sep 01.

Mol-ecules of the title compound, C

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Çınar EB, Yeşilbağ S, Doğan OE, et al. Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetra-hydro-benzo[. Acta Crystallogr E Crystallogr Commun. 2020;76:1472-1475doi: 10.1107/S2056989020010646.
Çınar, E. B., Yeşilbağ, S., Doğan, O. E., Ağar, E., Dege, N., & Saif, E. (2020). Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetra-hydro-benzo[. Acta crystallographica. Section E, Crystallographic communications, 761472-1475. https://doi.org/10.1107/S2056989020010646
Çınar, Emine Berrin, et al. "Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetra-hydro-benzo[." Acta crystallographica. Section E, Crystallographic communications vol. 76 (2020): 1472-1475. doi: https://doi.org/10.1107/S2056989020010646
Çınar EB, Yeşilbağ S, Doğan OE, Ağar E, Dege N, Saif E. Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetra-hydro-benzo[. Acta Crystallogr E Crystallogr Commun. 2020 Aug 18;76:1472-1475. doi: 10.1107/S2056989020010646. eCollection 2020 Sep 01. PMID: 32939302; PMCID: PMC7472765.
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Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines.

Chemical communications (Cambridge, England)

Lonca GH, Tejo C, Chan HL, Chiba S, Gagosz F.
PMID: 27990524
Chem Commun (Camb). 2017 Jan 05;53(4):736-739. doi: 10.1039/c6cc08397h.

Denitrogenative 6-endo-dig azide-yne cyclization of α-propargyloxy-β-haloalkylazides was enabled by gold catalysis, thus providing 2H-1,3-oxazines. This rare cyclization mode in gold-catalyzed reactions of azide-yne substrates was demonstrated to be facilitated and controlled by electronic and resonance effects of the alkyne...

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Lonca GH, Tejo C, Chan HL, et al. Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines. Chem Commun (Camb). 2017;53(4):736-739doi: 10.1039/c6cc08397h.
Lonca, G. H., Tejo, C., Chan, H. L., Chiba, S., & Gagosz, F. (2017). Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines. Chemical communications (Cambridge, England), 53(4), 736-739. https://doi.org/10.1039/c6cc08397h
Lonca, Geoffroy Hervé, et al. "Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines." Chemical communications (Cambridge, England) vol. 53,4 (2017): 736-739. doi: https://doi.org/10.1039/c6cc08397h
Lonca GH, Tejo C, Chan HL, Chiba S, Gagosz F. Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines. Chem Commun (Camb). 2017 Jan 05;53(4):736-739. doi: 10.1039/c6cc08397h. PMID: 27990524.
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An Inverse Electron Demand Azo-Diels-Alder Reaction of o-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines.

The Journal of organic chemistry

Osipov DV, Osyanin VA, Khaysanova GD, Masterova ER, Krasnikov PE, Klimochkin YN.
PMID: 29595976
J Org Chem. 2018 Apr 20;83(8):4775-4785. doi: 10.1021/acs.joc.8b00692. Epub 2018 Apr 06.

We have studied the reactions of o-quinone methide precursors with imino ethers. The reaction provides a versatile route to substituted 1,3-benzoxazines. The proposed reaction mechanism involves the generation of the o-quinone methide intermediates, imino-Diels-Alder reaction, and elimination. This cascade...

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Osipov DV, Osyanin VA, Khaysanova GD, et al. An Inverse Electron Demand Azo-Diels-Alder Reaction of o-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines. J Org Chem. 2018;83(8):4775-4785doi: 10.1021/acs.joc.8b00692.
Osipov, D. V., Osyanin, V. A., Khaysanova, G. D., Masterova, E. R., Krasnikov, P. E., & Klimochkin, Y. N. (2018). An Inverse Electron Demand Azo-Diels-Alder Reaction of o-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines. The Journal of organic chemistry, 83(8), 4775-4785. https://doi.org/10.1021/acs.joc.8b00692
Osipov, Dmitry V, et al. "An Inverse Electron Demand Azo-Diels-Alder Reaction of o-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines." The Journal of organic chemistry vol. 83,8 (2018): 4775-4785. doi: https://doi.org/10.1021/acs.joc.8b00692
Osipov DV, Osyanin VA, Khaysanova GD, Masterova ER, Krasnikov PE, Klimochkin YN. An Inverse Electron Demand Azo-Diels-Alder Reaction of o-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines. J Org Chem. 2018 Apr 20;83(8):4775-4785. doi: 10.1021/acs.joc.8b00692. Epub 2018 Apr 06. PMID: 29595976.
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Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide.

Organic letters

Wong YC, Ke Z, Yeung YY.
PMID: 26439814
Org Lett. 2015 Oct 16;17(20):4944-7. doi: 10.1021/acs.orglett.5b02557. Epub 2015 Oct 06.

A Lewis basic sulfide catalyzed electrophilic bromocyclization of cyclopropylmethyl amide has been developed. The catalytic protocol is applicable to both 1,1- and 1,2-substituted cyclopropylmethyl amides, giving oxazolines and oxazines in good yields and excellent diastereoselectivity.

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Wong YC, Ke Z, Yeung YY. Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide. Org Lett. 2015;17(20):4944-7doi: 10.1021/acs.orglett.5b02557.
Wong, Y. C., Ke, Z., & Yeung, Y. Y. (2015). Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide. Organic letters, 17(20), 4944-7. https://doi.org/10.1021/acs.orglett.5b02557
Wong, Ying-Chieh, et al. "Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide." Organic letters vol. 17,20 (2015): 4944-7. doi: https://doi.org/10.1021/acs.orglett.5b02557
Wong YC, Ke Z, Yeung YY. Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide. Org Lett. 2015 Oct 16;17(20):4944-7. doi: 10.1021/acs.orglett.5b02557. Epub 2015 Oct 06. PMID: 26439814.
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Oxazinethione Derivatives as a Precursor to Pyrazolone and Pyrimidine Derivatives: Synthesis, Biological Activities, Molecular Modeling, ADME, and Molecular Dynamics Studies.

Molecules (Basel, Switzerland)

Abdellattif MH, Shahbaaz M, Arief MMH, Hussien MA.
PMID: 34576953
Molecules. 2021 Sep 09;26(18). doi: 10.3390/molecules26185482.

In this study, we used oxazinethione as a perfect precursor to synthesize new pyrimidine and pyrazole derivatives with potent biological activities. Biological activities were determined for all compounds against

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Abdellattif MH, Shahbaaz M, Arief MMH, et al. Oxazinethione Derivatives as a Precursor to Pyrazolone and Pyrimidine Derivatives: Synthesis, Biological Activities, Molecular Modeling, ADME, and Molecular Dynamics Studies. Molecules. 2021;26(18)doi: 10.3390/molecules26185482.
Abdellattif, M. H., Shahbaaz, M., Arief, M. M. H., & Hussien, M. A. (2021). Oxazinethione Derivatives as a Precursor to Pyrazolone and Pyrimidine Derivatives: Synthesis, Biological Activities, Molecular Modeling, ADME, and Molecular Dynamics Studies. Molecules (Basel, Switzerland), 26(18), . https://doi.org/10.3390/molecules26185482
Abdellattif, Magda H, et al. "Oxazinethione Derivatives as a Precursor to Pyrazolone and Pyrimidine Derivatives: Synthesis, Biological Activities, Molecular Modeling, ADME, and Molecular Dynamics Studies." Molecules (Basel, Switzerland) vol. 26,18 (2021). doi: https://doi.org/10.3390/molecules26185482
Abdellattif MH, Shahbaaz M, Arief MMH, Hussien MA. Oxazinethione Derivatives as a Precursor to Pyrazolone and Pyrimidine Derivatives: Synthesis, Biological Activities, Molecular Modeling, ADME, and Molecular Dynamics Studies. Molecules. 2021 Sep 09;26(18). doi: 10.3390/molecules26185482. PMID: 34576953; PMCID: PMC8468439.
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Showing 109 to 114 of 114 entries