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Simple Synthesis of 3‐Oxopropanenitriles via Electrophilic Cyanoacetylation of Heterocycles with Mixed Anhydrides
Author(s) -
AndicsovàEckstein Anita,
Kozma Erika,
Végh Daniel
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2511
Subject(s) - chemistry , acetic anhydride , trifluoroacetic anhydride , cyanoacetic acid , electrophile , trifluoroacetic acid , acetic acid , catalysis , organic chemistry , electrophilic substitution , combinatorial chemistry
A simple and efficient method for the synthesis of 3‐oxopropanenitriles from variously substituted heterocyclic compounds via direct electrophilic cyanoacetylation is described. A series of heterocyclic 3‐oxopropanenitriles ( 2a , 2b , 2c , 2d , 2e , 2f , 2g , 2h , 2i , 2j , 2k ) have been synthesized using mixed anhydride (acetic or trifluoroacetic anhydride:cyanoacetic acid) in the presence of Mg(ClO 4 ) 2 ·2H 2 O as catalyst. This method can be extended also for the cyanoacetylation of electron poor aromatic compounds.