Catalyst-Free Chemoselective Synthesis of 3,4-Dihydroquinazoline-2-thiones and 2-Imino[1,3]benzothiazines
Catalyst-Free Chemoselective Synthesis of 3,4-Dihydroquinazoline-2-thiones and 2-Imino[1,3]benzothiazines
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无催化剂化学选择性合成 3,4-二氢喹唑啉-2-硫酮和 2-亚氨基[1,3]苯并噻嗪
DOI：
10.1021/acs.joc.6b01232
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发表时间：
2016
期刊：
影响因子：
--
通讯作者：
Peng-Fei Xu
中科院分区：
文献类型：
--
作者：
Ting Xie;Yu Xiao;Shuai Zhao;Xiu-Qin Hu;Peng-Fei Xu
发展了一种溶剂控制的无催化剂化学选择性反应。2-氨基查耳酮与异硫氰酸酯通过两种不同的化学选择性反应（取决于溶剂）可以有效地合成3，4-二氢喹唑啉-2-硫酮和2-亚氨基[1，3]苯并噻嗪。通过溶剂调节反应，以氮杂-迈克尔加成或硫杂-迈克尔加成作为主要反应以优异的产率进行。
A solvent-controlled catalyst-free chemoselective reaction was developed. Both 3,4-dihydroquinazoline-2-thiones and 2-imino[1,3]benzothiazines could be efficiently constructed by the reaction of 2-amino chalcones with isothiocyanates via two different chemoselective reactions depending on the solvents. The reaction was modulated by the solvents to proceed via either aza-Michael addition or thia-Michael addition as the major reaction with excellent yields.