无金属催化快速合成2-芳酰氨基萘并[1, 2-d]噻唑
收稿日期: 2019-04-11
网络出版日期: 2019-07-03
基金资助
国家自然科学基金(21271035);安徽省自然科学基金(1808085QB48);安徽省有机化学省级教学团队(2017jxtd051)
Metal-Free Rapid Synthesis of 2-Aroylamino Naphtho[1, 2-d]thiazoles
Received date: 2019-04-11
Online published: 2019-07-03
Supported by
the National Natural Science Foundation of China(21271035);the Natural Science Foundation of Anhui Province(1808085QB48);the Provincial Teaching Team of Organic Chemistry(2017jxtd051)
报道了在室温条件下，二醋酸碘苯促进3-[1-（4-取代萘基）]-1-芳酰基硫脲自身关环得到一系列2-芳酰氨基萘并[1，2-d]噻唑衍生物.该方法具有反应条件温和，反应迅速，操作简单，原子利用率高，无需金属催化以及底物范围广等优点.该方法也为萘并[1，2-d]噻唑衍生物的合成提供了新的高效途径.
关键词： 萘并[1, 2-d]噻唑; 硫脲; 二醋酸碘苯; 无金属催化
刘天宝 , 彭艳芬 , 桂美芳 , 章敏 . 无金属催化快速合成2-芳酰氨基萘并[1, 2-d]噻唑[J]. 有机化学, 2019 , 39(11) : 3199 -3206 . DOI: 10.6023/cjoc201904029
A novel and efficient approach has been developed to synthesize 2-aroylamino naphtho[1, 2-d]thiazole compounds through the reaction between 3-[1-(4-substituted naphthyl)]-1-aroylthiourea and iodosobenzene diacetate (IBD) under ambient air. A library of naphtho[1, 2-d]thiazole derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. This reaction offers a metal-free synthesis, broad substrate scope, easily accessible reactants, excellent regioselectivity, room temperature reaction conditions under ambient air. The reported method is the efficient approach for the synthesis of naphtho[1, 2-d]thiazole derivatives.
Key words： naphtho[1, 2-d]thiazole; thiourea; iodosobenzene diacetate; metal-free
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