Catalytic Decarboxylative Cross‐Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents. Issue 44 (4th September 2015)

• Record Type: Journal Article
• Authors: Tang, Jie; Biafora, Agostino; Goossen, Lukas J.
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 44(2015)
• Page Start: 13130
• Page End: 13133
• Publication Date: 2015-09-04
• Subjects: aryl chlorides -- benzoic acids -- copper -- cross‐coupling -- palladium; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201505843
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: The restriction of decarboxylative cross‐coupling reactions to ortho ‐substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me4 phen decarboxylation catalyst and a [(MeCN)4 Pd](OTf)2 /XPhos cross‐coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern. Abstract : Lifting the restriction : A combination of a CuI/Me4 phen decarboxylation catalyst and a [(MeCN)4 Pd](OTf)2 /XPhos cross‐coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern (see scheme; FG=functional group). This approach lifts the restriction of decarboxylative cross‐coupling reactions to ortho ‐substituted or heterocyclic carboxylate substrates.