N-H carbazole synthesis from 2-chloroanilines via consecutive amination and C-H activation.

J Org Chem

School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.

Published: December 2006

N-H carbazoles can be produced from 2-chloroanilines and aryl bromides via consecutive catalytic amination and C-H activation. In many instances, this can be done in a tandem manner in one pot. The methodologies developed can be used in the synthesis of a range of carbazoles, including the natural products Clausine P and glycozolidine and a precursor in the synthesis of Clausines H, K, O, and 7-methoxy-O-methylmukonal, and can be extended to the synthesis of indoles.

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http://dx.doi.org/10.1021/jo061749gDOI Listing

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