Diversified Synthesis of Furans by Coupling between Enols/1,3-Dicarbonyl Compounds and Nitroolefins: Direct Access to Dioxa[5]helicenes

被引:39
作者
Ghosh, Monoranjan [1 ]
Santra, Sougata [1 ]
Mondal, Pallab [1 ]
Kundu, Dhiman [1 ]
Hajra, Alakananda [1 ]
机构
[1] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India
关键词
denitration; furans; helicenes; heterocycles; synthetic methods; BAYLIS-HILLMAN ACETATES; POLYSUBSTITUTED FURANS; 1,3-DICARBONYL COMPOUNDS; REGIOSELECTIVE SYNTHESIS; REGIOSPECIFIC SYNTHESIS; ANNULATION; KETONES; NITROALKANES; BENZOFURANS; CYCLIZATION;
D O I
10.1002/asia.201500710
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A versatile method for the diversified synthesis of furans and arenofurans has been developed that proceeds through K2CO3-promoted cyclization between enols/1,3-dicarbonyl compounds and nitroolefins at reflux in EtOH. This facile method has been successfully employed in the synthesis of benzotrifuran derivatives, which are useful hole-transporting materials. This procedure also provides direct access to dioxa[5]helicenes. This reaction offers a broad substrate scope, uses an inexpensive base and environmentally benign solvent, and is operationally simple.
引用
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页码:2525 / 2536
页数:12
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