Hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide: selective synthesis of (Z

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• 作者：Zhang-Lin Wang ; Ri-Yuan Tang ; Pei-Song Luo ; Chen-Liang Deng ; Ping Zhong ; Jin-Heng Li
• 关键词：CuI ; Rongalite ; Hydrothiolation ; Diaryl disulfide ; Terminal alkyne ; (Z)-1-Alkenyl sulfide
• 刊名：Tetrahedron
• 出版年：2008
• 出版时间：17 November 2008
• 年：2008
• 卷：64
• 期：47
• 页码：10670-10675
• 全文大小：482 K

文摘

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 CuI, 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.