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Direct Selective Azidation of C(sp3)−H Groups Review

Journal Tetrahedron Chem
ISSN: 2666-951X
Output data Year: 2024, Volume: 12, Article number : 100114, Pages count : 21 DOI: 10.1016/j.tchem.2024.100114
Tags azidation, C−H activation; homogeneous catalysis; late-stage functionalization; mechanism
Authors Antonov Artem A. 1 , Bryliakov Konstantin P. 2
Affiliations
1 Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk, 630090, Russian Federation
2 Zelinsky Institute of Organic Chemistry RAS, Leninsky Pr. 47, Moscow, 119991, Russian Federation

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation FWUR-2024-0032

Abstract: Organic azides are convenient and versatile intermediates for the synthesis of various nitrogen-containing scaffolds, including biologically active compounds, approved drugs, functional materials, etc. Designing general approaches to deliberately chemo-, regio-, and steroselective synthesis of aliphatic azides is an urgent task of synthetic chemistry. Particularly challenging is direct azidation of non-activated C(sp3)−H groups, capable of providing ready access to remote and late-stage functionalization of complex targets without need for re-designing existing multistep synthetic procedures. This contribution surveys the existing C(sp3)−H azidation approaches, including catalytic and enzyme-mediated ones, with major focus on the coordination chemistry aspects and synthetic perspective of these transformations. Essential mechanistic details are briefly discussed.
Cite: Antonov A.A. , Bryliakov K.P.
Direct Selective Azidation of C(sp3)−H Groups
Tetrahedron Chem. 2024. V.12. 100114 :1-21. DOI: 10.1016/j.tchem.2024.100114 Scopus AN OpenAlex
Dates:
Submitted: Oct 11, 2024
Accepted: Nov 24, 2024
Published online: Nov 26, 2024
Published print: Dec 1, 2024
Identifiers:
Scopus: 2-s2.0-85210292039
Chemical Abstracts: 2024:2656863
OpenAlex: W4404725856
Citing:
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