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Direct Conversion of Carboxylic Acids to Alkyl Ketones

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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… Click to show full abstract

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.

Keywords: carboxylic acids; acids alkyl; conversion carboxylic; direct conversion; cross coupling

Journal Title: Organic Letters
Year Published: 2017

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