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FeCl3-promoted tandem 1,4-conjugate addition/6-endo-dig cyclization/oxidation of propargylamines and benzoylacetonitriles/malononitriles: direct access to functionalized 2-aryl-4H-chromenes

Authors :
Hui Wang
Qianqian Li
Xinwei He
Xiaoting Cai
Yongjia Shang
Jiajia Tao
Source :
Organic & Biomolecular Chemistry. 16:7191-7202
Publication Year :
2018
Publisher :
Royal Society of Chemistry (RSC), 2018.

Abstract

An efficient and concise procedure has been developed for the synthesis of functionalized 2-aryl-4H-chromenes based on a tandem reaction of propargylamines and benzoylacetonitriles/malononitriles in the presence of FeCl3 as an environmentally friendly promoter. This reaction involves a highly efficient tandem sequence consisting of 1,4-conjugate addition, 6-endo-dig cyclization, and oxidation. This protocol tolerates a variety of functional groups, thereby providing a practical and efficient method for the fabrication of 2-aryl-4H-chromene skeletons.

Details

ISSN :
14770539 and 14770520
Volume :
16
Database :
OpenAIRE
Journal :
Organic & Biomolecular Chemistry
Accession number :
edsair.doi...........896017639ecdc635c76594639b49b977