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Carbolithiation of vinyl pyridines as a route to 7-azaindoles
Authors:Bertrand Cottineau
Institution:Centre for Synthesis and Chemical Biology, Conway Institute, Department of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland
Abstract:An effective synthesis of the 7-azaindole ring system has been developed from substituted 2-amino-3-vinyl pyridines. The methodology involves a novel cascade reaction sequence of controlled carbolithiation of the vinyl double bond, subsequent trapping of the intermediate organolithium with a suitable electrophile, followed by ring closure and dehydration.
Keywords:7-Azaindole  Carbolithiation  Cascade reaction
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