Hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide: selective synthesis of (Z)-1-alkenyl sulfides and selenides |
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| Authors: | Zhang-Lin Wang Pei-Song Luo Ping Zhong |
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| Affiliation: | a College of Chemistry and Materials Science, Wenzhou University, Wenzhou 325035, China
b Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, China |
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| Abstract: | 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. |
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| Keywords: | CuI Rongalite Hydrothiolation Diaryl disulfide Terminal alkyne (Z)-1-Alkenyl sulfide |
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