Direct selective azidation of C(sp3)−H groups

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 aliph...

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Bibliographic Details
Main Authors: Artem A. Antonov, Konstantin P. Bryliakov
Format: Article
Language:English
Published: Elsevier 2024-12-01
Series:Tetrahedron Chem
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Online Access:http://www.sciencedirect.com/science/article/pii/S2666951X24000536
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Summary: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 C(sp3)−H azidation approaches known to date, both non-catalytic and catalytic, including enzyme-mediated ones, with the major focus on the synthetic perspective of these transformations. Essential mechanistic details are briefly discussed.
ISSN:2666-951X