Efficient one-pot synthesis of polyfunctionalized thiophenes via an amine-mediated ring opening of EWG-activated 2-methylene-1,3-dithioles.
An amine-mediated ring-opening reaction of EWG-activated 2-methylene-1,3-dithioles (EWG = electron-withdrawing group) was disclosed, and a new route to highly substituted thiophenes was developed via the ring opening of 1,3-dithioles and subsequent intramolecular annulation and amine substitution. This one-pot reaction could proceed efficiently under mild conditions.
Liang
Fushun
F
Department of Chemistry, Northeast Normal University, Changchun 130024, China. liangfs112@nenu.edu.cn
Li
Dazhi
D
Zhang
Lei
L
Gao
Jingjie
J
Liu
Qun
Q
D000588:Amines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005021:Ethylamines / Q000737:chemistry; D008745:Methylation; D008958:Models, Molecular; D015394:Molecular Structure; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry; D014050:Toluene / Q000031:analogs & derivatives* / Q000737:chemistry
D000588:Amines; D005021:Ethylamines; D013876:Thiophenes; D014050:Toluene; C004848:dithiol