N-Heterocyclic Carbene Catalyzed One-Pot Synthesis of 2,3-Diarylquinoxalines

A one-pot efficient and facile protocol for the direct synthesis of quinoxaline derivatives via tandem N-heterocyclic carbene (NHC)-catalyzed umpolung of aldehydes/oxidation of the benzoins to benzils/condensation of benzils with benzene-1,2-diamines has been developed.

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Bibliographic Details
Published inSynthesis (Stuttgart) Vol. 44; no. 17; pp. 2699 - 2706
Main Authors Lin, Yang, Lei, Xiaoli, Yang, Qin, Yuan, Jiangjun, Ding, Qiuping, Xu, Jingshi, Peng, Yiyuan
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.09.2012
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
N-heterocyclic carbene
MOLECULAR-IODINE
REAGENTS
BENZOIN CONDENSATION
QUINOXALINE DERIVATIVES
benzoin
ORGANOCATALYSIS
aldehyde
benzene-1,2-diamine
ALDEHYDES
BIOLOGICAL-ACTIVITY
quinoxaline
BICYCLIC THIAZOLIUM SALTS
EFFICIENT
WATER
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Summary:A one-pot efficient and facile protocol for the direct synthesis of quinoxaline derivatives via tandem N-heterocyclic carbene (NHC)-catalyzed umpolung of aldehydes/oxidation of the benzoins to benzils/condensation of benzils with benzene-1,2-diamines has been developed.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0032-1316687