Xing Linlin, Zhang Yong, Li Bing, Du Yunfei
Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology , Tianjin University , Tianjin 300072 , China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300072 , China.
Org Lett. 2019 Apr 5;21(7):1989-1993. doi: 10.1021/acs.orglett.9b00047. Epub 2019 Mar 13.
A series of 4-chloroisocoumarins were conveniently synthesized from o-alkynylbenzoates via PhICl-mediated intramolecular cyclization under metal-free conditions. PhICl plays the role of both the oxidant and the chlorine source to enable oxidative C-O bond formation and introduction of the chlorine atom. The utility and practicability of this protocol have been exemplified by virtue of mild reaction conditions, high-yielding products, simplified purification, and gram-scale synthesis.
通过邻炔基苯甲酸酯在无金属条件下经PhICl介导的分子内环化反应，方便地合成了一系列4-氯异香豆素。PhICl兼具氧化剂和氯源的作用，能够实现氧化C-O键的形成并引入氯原子。该方法的实用性和可行性体现在反应条件温和、产物收率高、纯化简便以及能进行克级规模合成。
