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Visible-light-photosensitized aryl and alkyl decarboxylative functionalization reactions

Patra, Tuhin, Mukherjee, Satobhisha, Ma, Jiajia, Strieth-Kalthoff, Felix and Glorius, Frank 2019. Visible-light-photosensitized aryl and alkyl decarboxylative functionalization reactions. Angewandte Chemie International Edition 58 (31) , pp. 10514-10520. 10.1002/anie.201904671

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Despite significant progress in aliphatic decarboxylation, an efficient and general protocol for radical aromatic decarboxylation has lagged far behind. Herein, we describe a general strategy for rapid access to both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters followed by their successive use in divergent carbon–heteroatom and carbon–carbon bond‐forming reactions. Identification of a suitable activator for carboxylic acids is the key to bypass a competing single‐electron‐transfer mechanism and “switch on” an energy‐transfer‐mediated homolysis of unsymmetrical σ‐bonds for a concerted fragmentation/decarboxylation process.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
ISSN: 14337851
Last Modified: 06 May 2023 01:59

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