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Stereoselective Synthesis of E-Vinyl Sulfides from Alkynes in Water under Neutral Conditions Using β-Cyclodextrin

R. Sridhar, K. Surendra, N. Srilakshmi Krishnaveni, B. Srinivas, K. Rama Rao*

*Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500007, India, Email:

R. Sridhar, K. Surendra, N. S. Krishnaveni, B. Srinivas, K. R. Rao, Synlett, 2006, 3495-3497.

DOI: 10.1055/s-2006-956458


A hydrothiolation of aromatic alkynes with thiophenols by anti-Markonikov addition in the presence of β-cyclodextrin in water gives E-vinyl sulfides in excellent yields. β-Cyclodextrin can be recovered and reused for a number of runs without any loss of activity.

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Key Words

β-cyclodextrin, E-vinyl sulfides, aromatic alkynes, thiophenols, water, green chemistry

ID: J60-Y2006-4860