Efficient Access to Azaindoles and Indoles
Mark McLaughlin,* Michael Palucki and Ian W. Davies
*Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, Email: mark_mclaughlinmerck.com
M. McLaughlin, M. Palucki, I. W. Davies, Org. Lett., 2006, 8, 3307-3310.
DOI: 10.1021/ol061232r (free Supporting Information)
An effective reductive alkylation of electron-deficient o-chloroarylamines was developed. The derived N-alkylated o-chloroarylamines were elaborated to N-alkylazaindoles and N-alkylindoles via a novel one-pot process comprising copper-free Sonogashira alkynylation and a base-mediated indolization reaction.
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