通过TBPB促进烯胺酮与单质硫的氧化级联环化反应制备噻唑-2-硫酮
Preparation of Thiazole-2-thiones through TBPB-Promoted Oxidative Cascade Cyclization of Enaminones with Elemental Sulfur.
作者信息
Zhang Biao, Liu Donghan, Sun Yulin, Zhang Yajing, Feng Jiayi, Yu Fuchao
机构信息
Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China.
出版信息
Org Lett. 2021 Apr 16;23(8):3076-3082. doi: 10.1021/acs.orglett.1c00751. Epub 2021 Mar 26.
An unprecedented method for the construction of thiazole-2-thiones via an oxidative cascade cyclization strategy is described. The novel protocol involves the simultaneous formation of two C-S bonds and a C═S bond on the structure of enaminones in a single operation through a cascade of C(sp)-H/C(sp)-H bond sulfurations and C(sp)-H bond thiocarbonylation. This transformation allows for the efficient synthesis of thiazole-2-thiones with broad tolerance in moderate to excellent yields from simple enaminones with elemental sulfur.
本文描述了一种通过氧化级联环化策略构建噻唑-2-硫酮的前所未有的方法。该新方法涉及通过C(sp)-H/C(sp)-H键硫化和C(sp)-H键硫羰基化的级联反应，在一步操作中同时在烯胺酮结构上形成两个C-S键和一个C═S键。这种转化能够从简单的烯胺酮和元素硫出发，以中等至优异的产率高效合成具有广泛耐受性的噻唑-2-硫酮。
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