Premium
Reaction of 2‐[(2‐Oxo‐2‐arylethyl)anilino]‐1‐aryl‐1‐ethanones with o ‐phenylenediamine: Formation of quinoxalines
Author(s) -
Ravindran Gurusamy,
Muthusubramanian Shanmugam,
Perumal Subbu
Publication year - 2009
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.73
Subject(s) - chemistry , toluene , aryl , tandem , medicinal chemistry , catalysis , sulfonic acid , reaction conditions , o phenylenediamine , organic chemistry , alkyl , materials science , composite material
Unexpected quinoxalines ( 3 ) have been obtained from a one‐pot reaction of 2‐[(2‐oxo‐2‐arylethyl)anilino]‐1‐aryl‐1‐ethanones ( 1 ) with o ‐phenylenediamine ( 2 ) in the presence of a catalytic amount of p ‐toluene sulfonic acid. The reaction presumably involves a tandem carbonyl addition—eliminative cyclization—air oxidation sequence. J. Heterocyclic Chem., 46 , 332 (2009).