铑（II）催化的源于环丙烯和硫化物的硫叶立德的[2,3]-σ重排。
Rh(II)-Catalyzed [2,3]-Sigmatropic Rearrangement of Sulfur Ylides Derived from Cyclopropenes and Sulfides.
机构信息
†Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
‡State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
出版信息
Org Lett. 2015 Jul 2;17(13):3322-5. doi: 10.1021/acs.orglett.5b01542. Epub 2015 Jun 16.
A new type of Rh2(OAc)4-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides is reported. A series of cyclopropenes were successfully employed for [2,3]-sigmatropic rearrangement by a reaction with either allylic or propargylic sulfides. Under the optimized conditions, the reaction afforded the products in moderate to excellent yields. In these transformations, the vinyl metal carbenes generated in situ from the cyclopropenes were effectively trapped by sulfides, resulting in the formation of corresponding products upon [2,3]-sigmatropic rearrangements.
一种新型的 Rh2(OAc)4 催化的硫叶立德[2,3]-σ重排反应被报道。一系列环丙烯在与烯丙基或炔丙基硫醚反应时成功地进行了[2,3]-σ重排。在优化条件下，反应以中等至优异的收率得到产物。在这些转化中，从环丙烯原位生成的乙烯基金属卡宾被硫醚有效捕获，导致在[2,3]-σ重排后形成相应的产物。
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