4.7 Article

Rhodium-catalyzed aminoacylation of alkenes via carbonylative C-H activation toward poly(hetero)cyclic alkylarylketones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 4, Pages 872-879

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo01777f

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The well-developed carbonylative synthesis of varied and useful complex molecules with CO is achieved through the rhodium-catalyzed modular carbonylative aminobenzoylation of alkenes with acylaniline under ambient pressure of CO/O-2. The reaction involves the dual cleavage of N-H and C-H bonds and provides moderate-to-high yields of various poly(hetero)cyclic alkylarylketones. The synthetic transformations of the products were also investigated.
The well-developed carbonylative synthesis of varied and useful complex molecules with CO is very efficient and attractive. Herein, rhodium-catalyzed modular carbonylative aminobenzoylation of alkenes with a pendant acylaniline enabled by dual cleavage of N-H bonds and C-H bonds under ambient pressure of CO/O-2 was developed. Various poly(hetero)cyclic alkylarylketones were obtained in moderate-to-high yields. The logical synthetic transformations of products were also explored.

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