二价钌催化的金属卡宾经由的硫叶立德[2,3]-σ重排反应研究  

Investigation on Ru(Ⅱ)-Catalyzed Reaction of [2,3]-Sigmatropic Rearrangement of Sulfur Ylide Generated from Metal Carbene

作　　者：肖卿[1] 王剑波[1] 

机构地区：[1]北京分子科学国家实验室生物有机与分子工程教育部重点实验室北京大学化学学院,北京100871

出　　处：《化学学报》2007年第16期1733-1735,共3页Acta Chimica Sinica

基　　金：国家自然科学基金(Nos.20572002;20521202)资助项目.

摘　　要：报道烯(炔)基硫醚与α-重氮羰基化合物,在[RuCl2(p-cymene)]2催化下,经由金属卡宾发生硫叶立德[2,3]-σ重排反应(Doyle-Kirmse反应).在Ru(II)作用下,α-重氮羰基化合物与烯丙基硫醚的反应以较好收率生成相应的[2,3]-σ重排产物高烯丙基硫醚.同样条件下与炔丙基硫醚的反应则生成[2,3]-σ重排产物联烯和呋喃衍生物,后者是联烯进一步在Ru(II)作用下重排的产物.　The Doyle-Kirmse reaction,namely the [2,3]-sigmatropic rearrangement of sulfonium ylides generated from α-diazo carbonyl compounds and sulfides has been for the first time catalyzed by [RuCl2-（p-cymene）]2.The reaction with allyl sulfides afforded the corresponding [2,3]-sigmatropic rearrangement products in moderate to good yields.The reaction with propargyl sulfide gave a mixture of allenic sulfide and furan.The former is the [2,3]-sigmatropic rearrangement product,while the latter is derived from the further rearrangement of the allene product under Ru（Ⅱ）catalysis.

关 键 词：二价钌催化剂 Α-重氮羰基化合物 硫叶立德[2 3]-σ重排 

分 类 号：O643.32[理学—物理化学]