Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (11): 3199-3206.DOI: 10.6023/cjoc201904029 Previous Articles     Next Articles

无金属催化快速合成2-芳酰氨基萘并[1, 2-d]噻唑

刘天宝*(), 彭艳芬, 桂美芳, 章敏*()   

  1. 池州学院化学与材料工程学院 微纳粉体与先进能源材料安徽普通高校重点实验室 安徽池州 247000
  • 收稿日期:2019-04-11 出版日期:2019-11-25 发布日期:2019-07-03
  • 通讯作者: 刘天宝,章敏 E-mail:tianbaoliu1979@126.com;287323206@qq.com
  • 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

Liu Tianbao*(), Peng Yanfen, Gui Meifang, Zhang Min*()   

  1. Key Laboratory of Micro-nano Powder and Advanced Energy Materials of Anhui Higher Education Institutes, Department of Chemical and Material Engineering, Chizhou University, Chizhou, Anhui 247000
  • Received:2019-04-11 Online:2019-11-25 Published:2019-07-03
  • Contact: Liu Tianbao,Zhang Min E-mail:tianbaoliu1979@126.com;287323206@qq.com
  • 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)

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