Tetrahedron Letters

Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2, 3-dihydrothiophenes and thiophenes

Q Liao, W You, ZB Lou, LR Wen, C Xi

Index: Liao, Qian; You, Wei; Lou, Zhen-Bang; Wen, Li-Rong; Xi, Chanjuan Tetrahedron Letters, 2013 , vol. 54, # 11 p. 1475 - 1477

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Citation Number: 20

Abstract

An efficient synthetic approach to variously substituted 2, 3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S- alkenylation of sodium sulfide with 1, 4-diiodobut-1-enes to afford the corresponding 2, 3- dihydrothiophene derivatives in high yields. The 2, 3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2, 3-dihydrothiophenes could be ...