Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Synthesis of 2,3-Disubstituted NH Indoles via Rhodium(III)-Catalyzed C–H Activation of Arylnitrones and Coupling with Diazo Compounds

Synthesis of 2,3-Disubstituted NH Indoles via Rhodium(III)-Catalyzed C–H Activation of Arylnitrones and Coupling with Diazo Compounds
Mingda Qin, Jianwei Han, Xueguo Zhang, Baohua Chen, Yafeng Liu, Xin Guo
A rhodium-catalyzed intermolecular coupling between arylnitrones and diazo compounds by C–H activation/[4 + 1] annulation with a C(N2)–C(acyl) bond cleavage is reported, and 2,3-disubstituted NH indoles are directly synthesized in up to a 94% yield. A variety of functional groups are applicable to this reaction to give the corresponding products with high selectivity. Compared to other previously reported Rh(III)-catalyzed synthesis of homologous series, this method is simpler, more general, and more efficient.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b02105

DOI: 10.1021/acs.joc.7b02105

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