Palladium‐Catalyzed Three‐Component Approach to Promazine with Formation of One Carbon–Sulfur and Two Carbon–Nitrogen Bonds

Abstract

Zip it up! The use of a Pd/dppf catalyst gives access to the tricyclic phenothiazine scaffold starting from 1-bromo-2-iodobenzenes, aliphatic or aromatic amines, and 2-bromothiophenols in a single reaction flask (see scheme; dppf=1,1′-bis(diphenylphosphanyl)ferrocene; dba=dibenzylidineacetone). This transformation involves thioether formation and subsequent intermolecular and intramolecular aryl amination reactions. The reaction occurs in good overall yield and selectivity. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z705209_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.