Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with α,β-Unsaturated Carboxylic Acids

Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with α,β-Unsaturated Carboxylic Acids
Jun-Cheng Yang, Jin-Jiang Zhang, Xin-Hua Duan, Li-Na Guo
An efficient visible-light-induced decarboxylative coupling between α,β-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. A wide range of redox-active esters derived from aliphatic carboxylic acids (1°, 2° and 3°) proved viable in this dual decarboxylation process, affording a broad scope of substituted alkenes in moderate to excellent yields with good E/Z selectivities. This redox-neutral procedure was highlighted by its mild conditions, operational simplicity, easy accessibility of carboxylic acids, and excellent functional-group tolerance. Light is the key: An efficient, redox-neutral visible-light-induced decarboxylative coupling between α,β-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. This operationally simple sequential decarboxylation procedure afforded a broad scope of structurally diverse alkenes in moderate to excellent yields with good E/Z selectivities under mild conditions.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702200

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