Wu Xue-Liang, Wang Guan-Wu
Hefei National Laboratory for Physical Sciences at Microscale, Joint Laboratory of Green Synthetic Chemistry, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, PR China.
J Org Chem. 2007 Nov 23;72(24):9398-401. doi: 10.1021/jo701957t. Epub 2007 Oct 31.
A practical and scaleable route for the regio- and diastereoselective synthesis of vicinal chloramines from electron-deficient olefins and Chloramine-T promoted by Brønsted acids in water has been realized for the first time. This novel protocol is efficient, mild, ecofriendly, and broadly applicable for the aminochlorination of various electron-deficient olefins including alpha,beta-unsaturated ketones, cinnamate, and cinnamide. Water represents as a privileged solvent for the aminochlorination reaction in our system.
首次实现了一种实用且可规模化的方法，用于在水中由布朗斯特酸促进，从缺电子烯烃和氯胺 -T区域和非对映选择性合成邻位氯胺。这种新颖的方法高效、温和、环保，广泛适用于各种缺电子烯烃的氨基氯化反应，包括α,β - 不饱和酮、肉桂酸酯和肉桂酰胺。在我们的体系中，水是氨基氯化反应的理想溶剂。
