Junghyun Chae1, Stephen L Buchwald. 1. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Abstract
A 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.
A novel approach to the selective preparation of 4-bromoindoles was developed via n class="Chemical">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.
Authors: Bryan D Yestrepsky; Colin A Kretz; Yuanxi Xu; Autumn Holmes; Hongmin Sun; David Ginsburg; Scott D Larsen Journal: Bioorg Med Chem Lett Date: 2014-02-07 Impact factor: 2.823