SYNTHESIS OF <i>N</i>-METHYLCARBAZOLES FROM <i>N</i>-(2-IODOARYL)- <i>N</i>-METHYLANILINES IN THE PRESENCE OF POTASSIUM <i>tert</i>-BUTOXIDE AND IRON(II) BROMIDE

Abstract

An effective and accessible method was developed for the preparation of N-methylcarbazoles from N‑(2-iodoaryl)-N-methylanilines. Cyclization occurred in the presence of potassium tert-butoxide and iron(II) bromide by a mechanism of radical homolytic substitution. Two regioisomers were formed in cases when the aryl groups had meta- substituents relative to the amino group.

Authors: I. Melnika, K. Bringis, and M. Katkevics

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (4), pp 529-539

http://link.springer.com/article/10.1007/s10593-013-1278-1