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A General Amination Method Based on the Addition of Polyfunctional Arylmagnesium Reagents to Functionalized Arylazo Tosylates
Author(s) -
Sapountzis Ioannis,
Knochel Paul
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353241
Subject(s) - trifluoroacetic acid , reagent , chemistry , toluene , amination , organic chemistry , sulfonyl , combinatorial chemistry , catalysis , alkyl
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.