Palladium-Catalyzed Regioselective Hydrodebromination of Dibromoindoles: Application to the Enantioselective Synthesis of Indolodioxane U86192A
2004; American Chemical Society; Volume: 69; Issue: 10 Linguagem: Inglês
10.1021/jo035819k
ISSN1520-6904
AutoresJunghyun Chae, Stephen L. Buchwald,
Tópico(s)Vanadium and Halogenation Chemistry
ResumoA novel approach to the selective preparation of 4-bromoindoles was developed via Pd(OAc)2/rac-BINAP catalytic reactions. A variety of 4,6-dibromoindoles were transformed to 4-bromoindoles with high regioselectivity. This methodology, along with C−N and C−O bond-forming reactions developed in our laboratory, was applied to the enantioselective synthesis of indolodioxane U86192A, an antihypertensive agent.
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