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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201612445
Subject(s) - chemistry , phenethylamine , smiles rearrangement , combinatorial chemistry , conjugate , aryl , tandem , intermolecular force , metal , substrate (aquarium) , stereochemistry , molecule , organic chemistry , materials science , mathematical analysis , alkyl , mathematics , oceanography , composite material , geology
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.