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Divergent Reactivity of Rhodium(I) Carbenes Derived from Indole Annulations
Authors:Dr Xiaoxun Li  Hui Li  Wangze Song  Po‐Sen Tseng  Dr Lingyan Liu  Dr Ilia A Guzei  Prof Dr Weiping Tang
Institution:1. School of Pharmacy, University of Wisconsin‐Madison, Madison, WI 53705‐2222 (USA);2. Institute of Elemento‐Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071 (P.R. China);3. Department of Chemistry, University of Wisconsin‐Madison, Madison, WI 53706 (USA)
Abstract:Rhodium(I) carbenes were generated from propargylic alcohol derivatives as the result of a dehydrative indole annulation. Depending on the choice of the electron‐withdrawing group on the aniline nitrogen nucleophile, either a cyclopropanation product or dimerization product was obtained chemoselectively. Intramolecular hydroamidation occurred for the same type of propargylic alcohol derivatives when other transition‐metal catalysts were employed.
Keywords:carbenes  cyclizations  heterocycles  rhodium  synthetic methods
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