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Issue 28, 2020
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Remote azidation of C(sp3)–H bonds to synthesize δ-azido sulfonamides via iron-catalyzed radical relay

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Abstract

With an iron catalyst playing dual roles as a radical initiator and terminator, we report a selective remote C–H functionalization to access δ-azido sulfonamides through a radical relay process. The reaction of N-fluorosulfonamide furnishes the corresponding products in excellent yields with high regioselective control. The key to success is the highly efficient iron-mediated redox azido transfer to the in situ generated carbon radical. The products provide incentives for drug discovery and ligand designs.

Graphical abstract: Remote azidation of C(sp3)–H bonds to synthesize δ-azido sulfonamides via iron-catalyzed radical relay

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Article information


Submitted
10 May 2020
Accepted
01 Jul 2020
First published
02 Jul 2020

Org. Biomol. Chem., 2020,18, 5354-5358
Article type
Communication

Remote azidation of C(sp3)–H bonds to synthesize δ-azido sulfonamides via iron-catalyzed radical relay

K. Bian, C. Wang, Y. Huang, Y. Xu and X. Wang, Org. Biomol. Chem., 2020, 18, 5354
DOI: 10.1039/D0OB00964D

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