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Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity.

Organic & biomolecular chemistry

Rostovskii NV, Koronatov AN, Sakharov PA, Agafonova AV, Novikov MS, Khlebnikov AF, Rogacheva EV, Kraeva LA.
PMID: 33170920
Org Biomol Chem. 2020 Dec 07;18(46):9448-9460. doi: 10.1039/d0ob02023k.

Azirine-containing dipeptides and depsipeptides with a wide range of substituents have been synthesized in high yields via the Passerini and Ugi multicomponent reactions (MCRs) using 2H-azirine-2-carboxylic acids as the acid component. The obtained MCR adducts have been transformed to...

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Rostovskii NV, Koronatov AN, Sakharov PA, et al. Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity. Org Biomol Chem. 2020;18(46):9448-9460doi: 10.1039/d0ob02023k.
Rostovskii, N. V., Koronatov, A. N., Sakharov, P. A., Agafonova, A. V., Novikov, M. S., Khlebnikov, A. F., Rogacheva, E. V., & Kraeva, L. A. (2020). Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity. Organic & biomolecular chemistry, 18(46), 9448-9460. https://doi.org/10.1039/d0ob02023k
Rostovskii, Nikolai V, et al. "Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity." Organic & biomolecular chemistry vol. 18,46 (2020): 9448-9460. doi: https://doi.org/10.1039/d0ob02023k
Rostovskii NV, Koronatov AN, Sakharov PA, Agafonova AV, Novikov MS, Khlebnikov AF, Rogacheva EV, Kraeva LA. Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity. Org Biomol Chem. 2020 Dec 07;18(46):9448-9460. doi: 10.1039/d0ob02023k. PMID: 33170920.
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Lewis acid-mediated synthesis of mono- and tris-indole adducts from chiral aziridines.

Organic & biomolecular chemistry

Macha L, Singh D, Rhee HJ, Ha HJ.
PMID: 33179699
Org Biomol Chem. 2020 Dec 07;18(46):9473-9482. doi: 10.1039/d0ob01865a.

Lewis acid-mediated regio- and stereoselective nucleophilic addition of 2- or 3-substituted indoles to non-activated aziridine-2-carboxaldehydes in dioxane afforded 2-(indol-3-ylhydroxymethyl)aziridines whose ring opening with various nucleophiles rendered multi-substituted tryptamine derivatives. The reaction of the same aziridine-2-carboxaldehyde with three moles of...

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Macha L, Singh D, Rhee HJ, et al. Lewis acid-mediated synthesis of mono- and tris-indole adducts from chiral aziridines. Org Biomol Chem. 2020;18(46):9473-9482doi: 10.1039/d0ob01865a.
Macha, L., Singh, D., Rhee, H. J., & Ha, H. J. (2020). Lewis acid-mediated synthesis of mono- and tris-indole adducts from chiral aziridines. Organic & biomolecular chemistry, 18(46), 9473-9482. https://doi.org/10.1039/d0ob01865a
Macha, Lingamurthy, et al. "Lewis acid-mediated synthesis of mono- and tris-indole adducts from chiral aziridines." Organic & biomolecular chemistry vol. 18,46 (2020): 9473-9482. doi: https://doi.org/10.1039/d0ob01865a
Macha L, Singh D, Rhee HJ, Ha HJ. Lewis acid-mediated synthesis of mono- and tris-indole adducts from chiral aziridines. Org Biomol Chem. 2020 Dec 07;18(46):9473-9482. doi: 10.1039/d0ob01865a. PMID: 33179699.
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Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines.

Chemistry (Weinheim an der Bergstrasse, Germany)

Cao YX, Silalai P, Liu CF, Yu KY, Bao X, Zhao XH, Saeeng R, Fan CA.
PMID: 33844345
Chemistry. 2021 Jun 10;27(33):8473-8478. doi: 10.1002/chem.202100762. Epub 2021 May 11.

A new hypervalent-iodine(III)-mediated tandem reaction involving oxidative dearomatization and in situ aziridination of phenolic amines is described, providing a mild and effective method for the assembly of structurally interesting and synthetically useful aziridines. Importantly, the densely functionalized aziridines resulting...

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Cao YX, Silalai P, Liu CF, et al. Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines. Chemistry. 2021;27(33):8473-8478doi: 10.1002/chem.202100762.
Cao, Y. X., Silalai, P., Liu, C. F., Yu, K. Y., Bao, X., Zhao, X. H., Saeeng, R., & Fan, C. A. (2021). Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines. Chemistry (Weinheim an der Bergstrasse, Germany), 27(33), 8473-8478. https://doi.org/10.1002/chem.202100762
Cao, Ye-Xing, et al. "Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 27,33 (2021): 8473-8478. doi: https://doi.org/10.1002/chem.202100762
Cao YX, Silalai P, Liu CF, Yu KY, Bao X, Zhao XH, Saeeng R, Fan CA. Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines. Chemistry. 2021 Jun 10;27(33):8473-8478. doi: 10.1002/chem.202100762. Epub 2021 May 11. PMID: 33844345.
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Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B.

Molecules (Basel, Switzerland)

Favero L, Menichetti A, Boldrini C, Comparini LM, Di Bussolo V, Di Pietro S, Pineschi M.
PMID: 34885983
Molecules. 2021 Dec 06;26(23). doi: 10.3390/molecules26237399.

The possibility to form new C-B bonds with aziridines using diboron derivatives continues to be a particularly challenging field in view of the direct preparation of functionalized β-aminoboronates, which are important compounds in drug discovery, being a bioisostere of...

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Favero L, Menichetti A, Boldrini C, et al. Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B. Molecules. 2021;26(23)doi: 10.3390/molecules26237399.
Favero, L., Menichetti, A., Boldrini, C., Comparini, L. M., Di Bussolo, V., Di Pietro, S., & Pineschi, M. (2021). Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B. Molecules (Basel, Switzerland), 26(23), . https://doi.org/10.3390/molecules26237399
Favero, Lucilla, et al. "Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B." Molecules (Basel, Switzerland) vol. 26,23 (2021). doi: https://doi.org/10.3390/molecules26237399
Favero L, Menichetti A, Boldrini C, Comparini LM, Di Bussolo V, Di Pietro S, Pineschi M. Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B. Molecules. 2021 Dec 06;26(23). doi: 10.3390/molecules26237399. PMID: 34885983; PMCID: PMC8659106.
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Showing 445 to 448 of 448 entries