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[4 + 2] Heterocyclization for Efficient Formation of Substituted Quinoxalines through Carbon–Oxygen Bonds Cleavage
Author(s) -
Tu ManSu,
Xu HaiWei,
Fan Wei,
Jiang Bo,
Tu ShuJiang
Publication year - 2015
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.2128
Subject(s) - chemistry , quinoxaline , domino , cleavage (geology) , combinatorial chemistry , bond cleavage , ring (chemistry) , cascade reaction , organic chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering
A new domino strategy for efficient synthesis of highly functionalized quinoxaline derivatives via [4 + 2] heterocyclization involving ring‐opening of oxirane process has been developed. The reaction promoted by Cs 2 CO 3 was easy to perform in a simple operation from common and inexpensive starting materials. The bisfunctionalization of quinoxaline framework including C2 benzylation and C3 arylation was readily achieved in domino fashion that involved the cleavage of three C–O bonds of 1,3‐diaryl‐2,3‐epoxypropan‐1‐one.