RSCl/ArSeCl的原位形成及其在由邻（1-炔基）苯甲酸酯和（Z）-2-烯-4-炔酸酯合成4-硫属异香豆素/吡喃酮中的应用。
In Situ Formation of RSCl/ArSeCl and Their Application to the Synthesis of 4-Chalcogenylisocumarins/Pyrones from o-(1-Alkynyl)benzoates and ( Z)-2-Alken-4-ynoates.
作者信息
Xing Linlin, Zhang Yong, Li Bing, Du Yunfei
机构信息
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.
出版信息
Org Lett. 2019 May 17;21(10):3620-3624. doi: 10.1021/acs.orglett.9b01046. Epub 2019 May 3.
The reaction of diorganyl disulfides or diselenides with PhICl in acetonitrile was found for the first time to lead to the in situ formation of organosulfenyl chloride or selenenyl chloride, which enables the regioselective intramolecular chalcogenylacyloxylation of alkynes resulting in the formation of 4-chalcogenylisocumarins/pyrones in good to excellent yields under metal-free conditions.
首次发现二有机基二硫化物或二硒化物与苯基碘酰氯在乙腈中的反应会原位生成有机亚磺酰氯或亚硒酰氯，这使得炔烃能够进行区域选择性分子内硫属酰氧基化反应，从而在无金属条件下以良好至优异的产率生成4-硫属酰基异香豆素/吡喃酮。
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