铁卟啉类化合物催化乙烯基硫醚和重氮化合物间的环丙烷化和C—S键断裂的竞争反应  

Iron Porphyrin Complexes Catalyzed Cyclopropanation Reactions and C-S Bond Cleavage Reactions for Phenyl Vinyl Sulfides and Diazoreagents

作　　者：闫晓静 李畅 靳智雄 徐孝菲 陈维伟 潘远江[1] Yan Xiaojing;Li Chang;Jin Zhixiong;Xu Xiaofei;Chen Weiwei;Pan Yuanjiang(Departement of Chemistry,Zhejiang University,Hangzhou 310027;College of Life Science,Zhejiang Chinese Medical University,Hangzhou 310053)

机构地区：[1]浙江大学化学系,杭州310027 [2]浙江中医药大学生命科学学院,杭州310053

出　　处：《有机化学》2020年第11期3837-3846,M0011,共11页Chinese Journal of Organic Chemistry

基　　金：国家科学自然基金(Nos.21532005,21502168);国家重点研发(No.2016YFF0200503)资助项目.

摘　　要：建立了一种能够选择性地发生环丙烷化反应和C-S键断裂反应的催化体系.对于乙烯基苯基硫醚和重氮乙腈(通过原位策略制备)间的反应,在氯化血红素的催化作用下,可得到环丙烷化反应产物;在铁酞菁的催化作用下,则得到C-S键断裂反应产物.该反应体系无需惰性气体保护、无需高温、室温下搅拌1 h即可以中等到优秀的产率获得对应的目标产物.A catalytic system capable of selectively promoting the cyclopropanation reaction and C——S bond cleavage reaction was established.For the reactions between phenyl vinyl sulfide and diazoacetonitrile(generated by in situ method),the cyclopropanation reaction products were obtained under the catalysis of hemin chloride,and the C-S bond cleavage reaction products were generated in the presence of FePc.All the reations were operated without inert gas protection or high temperature,and the target products were obtained by stirring at room temperature for 1h in moderate to excellent yields.

关 键 词：氯化血红素 重氮化合物 硫叶立德 环丙烷化反应 C—S键断裂反应 

分 类 号：TQ460.1[化学工程—制药化工] O623.82[理学—有机化学]