4.8 Article

Selective Cross-Dehydrogenative Coupling of Various Acyclic Enamides with Heteroarenes via Rh(III)-Catalyzed C-H Activation

Journal

ORGANIC LETTERS
Volume 25, Issue 28, Pages 5262-5267

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01786

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The developed methodology demonstrates an efficient Rh(III)-catalyzed oxidative C-H/C-H cross-coupling reaction between acyclic enamides and heteroarenes. This reaction offers advantages of excellent regio- and stereoselectivity, good compatibility with various functional groups, and a broad range of substrates. Mechanistically, Rh(III)-catalyzed β-C(sp(2))-H activation of acyclic enamides is proposed as the crucial step.
The developed methodology describes an efficient Rh(III)-catalyzedoxidative C-H/C-H cross-coupling between acyclic enamidesand heteroarenes. This cross dehydrogenative coupling (CDC) reactionoffers advantages, including excellent regioselectivity and stereoselectivity,good functional group compatibility, and a broad substrate scope.Mechanistically, Rh(III)-catalyzed & beta;-C(sp(2))-H activation of acyclic enamides is proposed to be the criticalstep.

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