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Catalyst‐free Decarboxylation and Decarboxylative Giese Additions of Alkyl Carboxylates through Photoactivation of Electron Donor‐Acceptor Complex
Author(s) -
Zheng Chao,
Wang GuangZu,
Shang Rui
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900803
Subject(s) - chemistry , decarboxylation , catalysis , phthalimides , photochemistry , alkyl , electron acceptor , electron donor , conjugated system , acceptor , redox , functional group , organic chemistry , polymer chemistry , phthalimide , polymer , physics , condensed matter physics
We report herein a catalyst‐free method to perform decarboxylative conjugated addition and hydrodecarboxylation of aliphatic N‐(acyloxy)phthalimides (redox active esters, RAEs) through photoactivation of electron‐donor‐acceptor (EDA) complex with Hantzsch ester (HE) in N,N‐dimethylacetamide (DMA) solution. The reactions present a green method to decarboxylatively construct carbon‐carbon bond and to perform hydrodecarboxylation with broad substrate scope and functional group tolerance under mild blue light irradiation condition without recourse of popularly used photoredox catalysts.