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Metal‐Free Intermolecular Aminoarylation of Alkynes
Author(s) -
Rabet Pauline T. G.,
Boyd Scott,
Greaney Michael F.
Publication year - 2017
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.201612445
Subject(s) - smiles rearrangement , phenethylamine , conjugate , combinatorial chemistry , chemistry , aryl , metal , tandem , intermolecular force , substrate (aquarium) , scope (computer science) , transformation (genetics) , stereochemistry , organic chemistry , molecule , materials science , computer science , mathematics , mathematical analysis , alkyl , oceanography , composite material , geology , biochemistry , gene , programming language
A metal‐free aminoarylation of internal alkynes is described, yielding tetrasubstituted enaminoates. The transformation proceeds in good to excellent yields through a tandem conjugate addition/Smiles rearrangement involving aryl and heteroaryl sulfonamides. Substrate scope is very broad under simple, user‐friendly conditions, and the reaction can be used to easily access biologically active phenethylamine derivatives.