A sequential metal-catalyzed C-N bond formation in the synthesis of 2-amido-indoles.

Org Lett

Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.

Published: October 2008

A sequential metal-catalyzed C-N bond formation employing ortho-haloaryl acetylenic bromides is described. The initial amidation is highly selective for C (sp)-N bond formation, leading to o-haloaryl-substituted ynamides that can be useful building blocks, while the overall sequence provides a facile construction of 2-amido-indoles.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2662137PMC
http://dx.doi.org/10.1021/ol801711pDOI Listing

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