4.6 Article

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

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 18, 期 28, 页码 5354-5358

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob00964d

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  1. National Science Foundation of China [21971228, 21772187, 21522208]

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With an iron catalyst playing dual roles as a radical initiator and terminator, we report a selective remote C-H functionalization to access delta-azido sulfonamides through a radical relay process. The reaction ofN-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 thein situgenerated carbon radical. The products provide incentives for drug discovery and ligand designs.

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