Highly Regioselective Organocatalytic S N Ar Amination of 2,4‐Dichloropyrimidine and Related Heteroaryl Chlorides | Zendy

Bruening Fabian | Zendy; Lovelle Lucie E. | Zendy

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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.

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