Photo-induced Decarboxylative Heck-Type Coupling of Unactivated Aliphatic Acids and Terminal Alkenes in the Absence of Sacrificial Hydrogen Acceptors

Hui Cao, Heming Jiang, Hongyu Feng, Jeric Mun Chung Kwan, Xiaogang Liu, Jie Wu*

*Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Republic of Singapore, Email: chmjienus.edu.sg

H. Cao, H. Jiang, H. Feng, J. M. C. Kwan, X. Liu, J. Wu, J. Am. Chem. Soc., 2018, 140, 16360-16367.

DOI: 10.1021/jacs.8b11218

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Abstract

A noble-metal-free, photo-induced decarboxylative Heck-type coupling of terminal alkenes with alkyl carboxylic acids was achieved in the absence of external oxidants through the synergistic combination of an organo photo-redox catalyst and a cobaloxime catalyst, with H₂ and CO₂ as the only byproducts. More than 90 olefins across a wide range of functionalities were effectively synthesized with this simple protocol.

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catalysts

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Key Words

alkenes, photochemistry

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ID: J48-Y2018