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Photoinduced Remote C(sp<sup>3</sup>)−H Phosphonylation of Amides

Jian Wang, Yuchen Zhang, Lin Zhu, Xiao‐Song Xue, Chaozhong Li

2024Angewandte Chemie International Edition20 citationsDOIOpen Access PDF

Abstract

Abstract The present study reports an unprecedented protocol for the phosphonylation of unactivated C(sp 3 )−H bonds. By utilizing 1 mol % 4DPAIPN (1,2,3,5‐tetrakis(diphenylamino)‐4,6‐dicyanobenzene) as the catalyst, satisfactory yields of γ‐phosphonylated amides are obtained through a visible‐light‐induced reaction between N ‐((4‐cyanobenzoyl)oxy)alkanamides and 9‐fluorenyl o ‐phenylene phosphite at room temperature. This protocol demonstrates broad substrate scope and wide functional group compatibility.

Topics & Concepts

ChemistryPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesAdvanced Synthetic Organic Chemistry
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