Organic Chemistry Portal



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:

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

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

see article for more reactions


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.

see article for more examples

proposed mechanism

Key Words

acylation, photochemistry

ID: J54-Y2017