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

Sapountzis Ioannis | Zendy; Knochel Paul | Zendy

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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.

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