Tertiary Amines Acting as Alkyl Radical Equivalents Enabled by a P/N Heteroleptic Cu(I) Photosensitizer
Limeng Zheng, Qinfang Jiang, Hanyang Bao, Bingwei Zhou, Shu‐Ping Luo, Hongwei Jin, Huayue Wu, Yunkui Liu
Abstract
An unprecedented exploration of tertiary amines as alkyl radical equivalents for cross-coupling with aromatic alkynes to access allylarenes has been achieved by a P/N heteroleptic Cu(I)-based photosensitizer under photoredox catalysis conditions. Mechanistic studies reveal that the reaction might undergo radical addition of in situ-generated α-amino radical intermediates to alkynes followed by 1,5-hydrogen transfer, C-N bond cleavage, and concomitant isomerization of the resulting allyl radical species.
Topics & Concepts
ChemistryPhotosensitizerAlkylPhotochemistryMedicinal chemistryOrganic chemistryRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsSulfur-Based Synthesis Techniques