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Palladium-Catalyzed Heck-type Domino Cyclization and Carboxylation to Synthesize Carboxylic Acids by Utilizing Chloroform as the Carbon Monoxide Source

Xianglei Liu, Bin Li and Zhenhua Gu*

*Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, PR China, Email: zhguustc.edu.cn

X. Liu, B. Li, Z. Gu, J. Org. Chem., 2015, 80, 7547-7554.

DOI: 10.1021/acs.joc.5b01126


Abstract

In a Pd-catalyzed domino cyclization and carboxylation reaction for synthesis of a variety of carboxylic acids, chloroform was used as convenient and safe carbon monoxide source. Heck cyclization leads in situ to a neopentylpalladium species, that can efficiently be trapped by dichlorocarbene to form a series of carboxylic acids.

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Key Words

Oxindoles


ID: J42-Y2015