Hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide: selective synthesis of (Z)-1-alkenyl sulfides and selenides

作者：Wang, Zhang Lin; Tang, Ri Yuan^*; Luo, Pei Song; Deng, Chen Liang; Zhong, Ping; Li, Jin Heng

来源：Tetrahedron, 2008, 64(47): 10670-10675.

DOI：10.1016/j.tet.2008.09.022

• CuI
• Rongalite
• Hydrothiolation
• Diaryl disulfide
• Terminal alkyne
• (Z)-1-Alkenyl sulfide

A simple, stereoselective and efficient method for the hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide has been developed. In the presence of Cul, rongalite, and Cs2CO3, a variety Of disulfides Underwent the reaction of terminal alkynes stereoselectively to afford the corresponding (Z)-1-alkenyl sulfides in moderate to excellent yields. it is noteworthy that hydroselenations of 1,2-diphenyldiselane with alkynes are also conducted smoothly to afford (Z)-1-alkenyl selenides in good yields under the standard conditions.

• 出版日期2008-11-17
• 单位湖南师范大学; 温州大学