A General Amination Method Based on the Addition of Polyfunctional Arylmagnesium Reagents to Functionalized Arylazo Tosylates

Abstract

A one-pot reaction sequence consisting of a Grignard reaction, allylation, and reduction provides new functionalized diarylamines in good yields (see scheme, Ts=toluene-4-sulfonyl, NMP=N-methylpyrrolidine, TFA=trifluoroacetic acid). In the first step azoaryl tosylates, which are readily obtained from aromatic amines, are treated with a myriad of functionalized organomagnesium compounds. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2004/z53241_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.