Oxidant-directed chemoselective sulfonylation and sulfonyloximation of alkenes via cleaving the C-S bond in TosMIC
Oxidant-directed chemoselective sulfonylation and sulfonyloximation of alkenes via cleaving the C-S bond in TosMIC
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DOI：
10.1039/c8qo01346b
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发表时间：
2019-03-21
影响因子：
5.4
通讯作者：
Shen, Zhi-Liang
中科院分区：
文献类型：
--
作者：
Chu, Xue-Qiang;Ge, Danhua;Shen, Zhi-Liang
以简单烯烃和TosMIC为起始原料，分别以叔丁基过氧化氢和亚硝酸叔丁酯为末端氧化剂，发展了氧化剂导向的化学选择性磺酰化和磺酰肟化反应，用于合成有价值的乙烯基砜和-磺酰乙酮肟。该方法的成功可归因于钴催化剂和全氟烷基卤化物添加剂的组合。大规模进行反应的可行性潜在地允许该方法在工业生产中的进一步应用。
Oxidant-directed chemoselective sulfonylation and sulfonyloximation reactions for the divergent synthesis of valuable vinyl sulfones and -sulfonylethanone oximes starting from simple alkenes and TosMIC by using tert-butyl hydroperoxide and tert-butyl nitrite, respectively, as terminal oxidants were developed. The success of this method could be attributed to the combination of a cobalt catalyst and a perfluoroalkyl halide additive. The feasibility of performing the reactions on a large scale potentially allows the further application of the method in industrial manufacture.