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Palladium-Catalyzed Carbonylation of Aryl, Alkenyl, and Allyl Halides with Phenyl Formate

Tsuyoshi Ueda, Hideyuki Konishi and Kei Manabe* 

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan, Email: manabeu-shizuoka-ken.ac.jp

T. Ueda, H. Konishi, K. Manabe, Org. Lett., 2012, 14, 3100-3103.

DOI: 10.1021/ol301192s (free Supporting Information)


Abstract

A highly efficient palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate affords one-carbon-elongated carboxylic acid phenyl esters in excellent yields. The reaction proceeds smoothly under mild conditions, avoids the use of carbon monoxide, and tolerates a wide range of functional groups including aldehyde, ether, ketone, ester, and cyano groups.

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Key Words

Carboxylation (Arenes)


ID: J54-Y2012-1960