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Thia-Michael Addition Using Cheap and Odorless S-Alkylisothiouronium Salts as Thiol Equivalents in Water

Yan Zhao, Ze-Mei Ge*, Tie-Ming Cheng, Run-Tao Li

*School of Pharmaceutical Sciences, Peking University, Beijing 100083, P. R. of China, Email: zmgebjmu.edu.cn

Y. Zhao, Z.-M. Ge, T.-M. Cheng, R.-T. Li, Synlett, 2007, 1529-1532.

DOI: 10.1055/s-2007-982530


Abstract

S-Alkylisothiouronium salts are a nontoxic, odorless and simply operational alternative of thiols for the thia-Michael addition with electron-deficient olefins. The reactions were carried out under alkaline conditions in water at room temperature within short reaction times to afford the expected products in good yields.

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Key Words

thia-Michael addition, thiol equivalent, S-alkylisothiouronium salts, electron-deficient olefins, green chemistry


ID: J60-Y2007-1920