4.7 Article

Cp*Rh(iii)/boron hybrid catalysis for directed C-H addition to β-substituted α,β-unsaturated carboxylic acids

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 1, Pages 76-79

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc05956d

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Funding

  1. JSPS KAKENHI [JP20H02730, JP20H04794]

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This study reports a C-H bond addition reaction of 2-phenylpyridine derivatives with alpha,beta-unsaturated carboxylic acids catalyzed by Cp*Rh(iii)/BH3 center dot SMe2. The activation of C-H bonds with the rhodium catalyst and activation of alpha,beta-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various beta-disubstituted carboxylic acids were obtained under mild reaction conditions.
The C-H bond addition reaction of 2-phenylpyridine derivatives with alpha,beta-unsaturated carboxylic acids catalyzed by Cp*Rh(iii)/BH3 center dot SMe2 is reported. Activation of C-H bonds with the rhodium catalyst and activation of alpha,beta-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various beta-disubstituted carboxylic acids were obtained under mild reaction conditions.

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