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Highly Regioselective Organocatalytic S N Ar Amination of 2,4‐Dichloropyrimidine and Related Heteroaryl Chlorides
Author(s) -
Bruening Fabian,
Lovelle Lucie E.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700459
Subject(s) - amination , regioselectivity , chemistry , nucleophilic aromatic substitution , nucleophile , bromide , combinatorial chemistry , organic chemistry , nucleophilic substitution , catalysis , sodium bromide , sodium
A highly efficient and regioselective method for the S N Ar amination of 2,4‐dichloropyrimidine with oxazolidin‐2‐one and related weakly nucleophilic amines, using sodium sulfinate and tetrabutylammonium bromide as catalysts, is disclosed. This strategy facilitates the synthesis of various aminopyrimidines in a regio‐ and chemoselective manner. This approach was successfully used for the amination of various activated N‐heteroaromatic substrates.