Hot Water-Promoted Ring-Opening of Epoxides and Aziridines by Water and Other Nucleophiles
Zhi Wang, Yong-Tao Cui, Zhao-Bing Xu and Jin Qu*
*The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China, Email: qujinnankai.edu.cn
Z. Whang, Y.-T. Cui, Z.-B. Xu, J. Qu, J. Org. Chem., 2008, 73, 2270-2274.
DOI: 10.1021/jo702401t (free Supporting Information)
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Effective hydrolysis of epoxides and aziridines was conducted in water at 60 or 100°C. Other types of nucleophile such as amines, sodium azide, and thiophenol could also efficiently open epoxides and aziridines in hot water. Hot water acts as a modest acid catalyst, reactant, and solvent in the hydrolysis reactions.
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