title: Tandem Thien- and benzannulations of α-alkenoyl-α-alkynyl ketene dithioacetals with cyanoacetates: synthesis of functionalized benzo[b]thiophenes.
abstract: A novel domino annulation strategy for the construction of benzo[b]thiophenes has been developed. In the presence of Cs2CO3 and Ag2CO3, a wide range of α-alkenoyl-α-alkynyl ketene dithioacetals readily react with cyanoacetates in CH3CN at 110 °C under N2 to afford multisubstituted benzo[b]thiophenes efficiently via tandem thien- and benzannulations. A plausible mechanism is also proposed.
authors: Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.
authors: Wenbo
authors: W
authors: Ming
authors: Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.
authors: Xiaocui
authors: X
authors: Liu
authors: Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.
authors: Lianjie
authors: L
authors: Wang
authors: Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.
authors: Jun
authors: J
authors: Liu
authors: Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.
authors: Mang
authors: M
authors: Wang
mesh_terms: D000080:Acetals / Q000737:chemistry*; D000085:Acetates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013696:Temperature; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000080:Acetals; D000085:Acetates; D000475:Alkenes; D005030:Ethylenes; D007659:Ketones; D013876:Thiophenes; C088015:benzothiophene; C008223:ketene; C007170:cyanoacetic acid