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Direct Conversion of Carboxylic Acids to Alkyl Ketones.


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.

SUBMITTER: Amani J 

PROVIDER: S-EPMC5505169 | biostudies-literature | 2017 Jul

REPOSITORIES: biostudies-literature

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Direct Conversion of Carboxylic Acids to Alkyl Ketones.

Amani Javad J   Molander Gary A GA  

Organic letters 20170612 13


An efficient and mild method for acyl-C<sub>sp3</sub> 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 th  ...[more]

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