Gold-Catalyzed Direct Assembly of Aryl-Annulated Carbazoles from 2-Alkynyl Arylazides and Alkynes.

Org Lett

Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

Published: September 2016

An unprecedented gold-catalyzed synthetic method for the direct assembly of aryl-annulated carbazoles from 2-alkynyl arylazides and alkynes is described. The reaction is proposed to proceed via a sequential cyclopropenation and intramolecular metal carbene/arene Friedel-Crafts-type reaction, respectively, mediated by two gold carbene intermediates.

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http://dx.doi.org/10.1021/acs.orglett.6b01627DOI Listing

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