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Direct Conversion of Carboxylic Acids to Alkyl Ketones

Javad Amani and Gary A. Molander*

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu

J. Amani, G. A. Molander, Org. Lett., 2017, 19, 3612-3615.

DOI: 10.1021/acs.orglett.7b01588 (free Supporting Information)



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Abstract

Synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates enables an efficient and mild method for acyl-Csp3 bond formation. The cross-coupling protocol of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates affords the corresponding aliphatic ketones with high yields in an operationally simple manner.

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proposed mechanism



Key Words

acylation, photochemistry


ID: J54-Y2017