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Synthesis 2008(23): 3793-3796  
DOI: 10.1055/s-0028-1083604
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Synthesis of 3-Oxo-3,4-dihydroquinoxalines Bearing a Sulfonamide or an Amide Group

Abdolali Alizadeh*, Mohadeseh Babaki, Nasrin Zohreh, Atieh Rezvanian
Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran 18716, Iran
Fax: +98(21)88006544; e-Mail: abdol_alizad@yahoo.com; e-Mail: aalizadeh@modares.ac.ir;
Further Information

Publication History

Received 10 Juli 2008
Publication Date:
29 October 2008 (online)

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Abstract

A three-component reaction for the synthesis of 3,4-dihydroquinoxalines bearing a sulfonamide or an amide group is ­described. Intermediate dihydroquinoxalines, derived from the addition of o-phenylenediamine to dialkyl acetylenedicarboxylates, possess enamine character, and react with arylsulfonyl isocyanates to produce the title compounds.

Key words

3,4-dihydroquinoxaline - sulfonamide - enaminone - dialkyl acetylenedicarboxylate - arylsulfonyl isocyanate - multicomponent reaction

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