Synthesis ( IF 2.2 ) Pub Date : 2018-11-28 , DOI: 10.1055/s-0037-1610317 Teng Liu 1 , Feixiang Cheng 1 , Jianjun Liu , Xianfu Shen , Jianbin Xu , Beifang Nian , Ni He , Shunqun Zeng
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‡ New address: College of Materials and Chemical Engineering, Pingxiang University, Pingxiang 337055, China 15288404381@163.com
Abstract
An alternative approach with eco-friendliness and high efficiency for the preparation of unsymmetrical diaryl sulfones has been developed. The strategy takes advantage of the reaction of sulfonyl hydrazides with quinone imine ketals catalyzed by DABCO (triethylenediamine) in ethanol. This transformation proceeds via a Lewis base promoted, direct 1,4-conjugate addition/sulfonylation/alcohol elimination reaction sequence. The protocol provides an efficient approach to access an array of diverse unsymmetrical diaryl and heterodiaryl sulfones, aryl alkyl sulfones and aryl vinyl sulfones in good to excellent yields.
An alternative approach with eco-friendliness and high efficiency for the preparation of unsymmetrical diaryl sulfones has been developed. The strategy takes advantage of the reaction of sulfonyl hydrazides with quinone imine ketals catalyzed by DABCO (triethylenediamine) in ethanol. This transformation proceeds via a Lewis base promoted, direct 1,4-conjugate addition/sulfonylation/alcohol elimination reaction sequence. The protocol provides an efficient approach to access an array of diverse unsymmetrical diaryl and heterodiaryl sulfones, aryl alkyl sulfones and aryl vinyl sulfones in good to excellent yields.
中文翻译：
刘易斯碱促进，直接1,4-共轭加成醌亚胺缩酮：有效地获得不对称的二芳基砜
‡新地址：萍乡大学材料与化学工程学院，萍乡337055 15288404381@163.com
抽象的
已经开发了具有生态友好性和高效率的另一种制备不对称二芳基砜的方法。该策略利用了DABCO（三亚乙基二胺）在乙醇中催化的磺酰肼与醌亚胺缩酮的反应。该转化通过路易斯碱促进的直接1，4-缀合物加成/磺酰化/醇消除反应序列进行。该协议提供了一种有效的方法，以良好至极好的收率访问各种不对称的二芳基和杂二芳基砜，芳基烷基砜和芳基乙烯基砜。
已经开发了具有生态友好性和高效率的另一种制备不对称二芳基砜的方法。该策略利用了DABCO（三亚乙基二胺）在乙醇中催化的磺酰肼与醌亚胺缩酮的反应。该转化通过路易斯碱促进的直接1，4-缀合物加成/磺酰化/醇消除反应序列进行。该协议提供了一种有效的方法，以良好至极好的收率访问各种不对称的二芳基和杂二芳基砜，芳基烷基砜和芳基乙烯基砜。
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