American Chemical Society
ol1c02948_si_001.pdf (6.01 MB)

Ruthenium(II)-Catalyzed Highly Chemo- and Regioselective Oxidative C6 Alkenylation of Indole-7-carboxamides

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journal contribution
posted on 2021-11-01, 17:03 authored by Pankaj P. Jadhav, Nilesh M. Kahar, Sudam G. Dawande
We disclosed the first efficient method for highly chemo- and regioselective C6 alkenylation of indole-7-carboxamides using inexpensive Ru­(II) catalyst through chelation assisted C–H bond activation. Electronically diverse indole-7-carboxamides and alkenes react efficiently to produce a wide range of C6 alkenyl indole derivatives. Further the C6 alkenyl indole-7-carboxamides modified to their derivatives through simple chemical transformations. The observed regioselectivity and kinetics has been evidenced by deuterium incorporation and intermolecular competitive studies. In addition, for mechanistic insights, the intermediates were analyzed by HRMS.