Organic Letters
Organic Letters
5 years ago

Direct Conversion of Carboxylic Acids to Alkyl Ketones

Direct Conversion of Carboxylic Acids to Alkyl Ketones
Javad Amani, Gary A. Molander
An efficient and mild method for acyl–Csp3 bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carboxylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01588

DOI: 10.1021/acs.orglett.7b01588

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