American Chemical Society
cs7b00104_si_001.pdf (6.58 MB)

Enantioselective C–H Annulation of Indoles with Diazo Compounds through a Chiral Rh(III) Catalyst

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journal contribution
posted on 2017-02-16, 00:00 authored by Xiaohong Chen, Shujing Yang, Helong Li, Bo Wang, Guoyong Song
The asymmetric C–H annulation of O-pivaloyl 1-indolehydroxamic acid with donor/acceptor diazo compounds has been achieved for the first time, to the best of our knowledge, by using a rhodium catalyst embedded in a chiral binaphthyl backbone. This protocol constitutes a straightforward route for the synthesis of a new family of 1,2-dihydro-3H-imidazo­[1,5-a]­indol-3-one derivatives having a quaternary carbon stereocenter in high yields and excellent enantioselectivity (up to 98:2 er).