Reaction of 2‐[(2‐Oxo‐2‐arylethyl)anilino]‐1‐aryl‐1‐ethanones with  o ‐phenylenediamine: Formation of quinoxalines | Zendy

Ravindran Gurusamy | Zendy; Muthusubramanian Shanmugam | Zendy; Perumal Subbu | Zendy

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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).

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