Copper-Catalyzed [4+1] and [4+2] Reactions through Tandem Remote Propargylation/Cyclization/Isomerization with an Amine or a Hydrazine

被引:3
作者
Sun, Yu-Ze [1 ,2 ,3 ]
Lin, Guo-Qiang [1 ,2 ]
He, Zhi-Tao [3 ,4 ,5 ]
机构
[1] Shanghai Normal Univ, Dept Chem, Shanghai 200234, Peoples R China
[2] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Chem Biol, Shanghai 200032, Peoples R China
[3] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[4] Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, Hangzhou 310024, Peoples R China
[5] Ningbo Zhongke Creat Ctr New Mat, Ningbo 315899, Peoples R China
关键词
copper catalysis; propargylic substitution; 4+1] cyclization; 4+2] cyclization; arylhydrazines; amines; PROPARGYLIC SUBSTITUTION-REACTIONS; ENANTIOSELECTIVE PROPARGYLATION; POTENT; ESTERS; CYCLOADDITION; CONSTRUCTION; HETEROCYCLES; ANNULATION; INHIBITORS; DISCOVERY;
D O I
10.1055/a-2294-5395
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two novel copper-catalyzed cyclization reactions involvinga remote propargylic substitution/cyclization/isomerization cascade aredisclosed. Derivatives of the seldomly studied heterocycles thieno[2,3-c]pyrrole and thieno[2,3-d]pyridazine are conveniently synthesized inmoderate to good yields from primary amines or arylhydrazinesthrough [4+1] and [4+2] reactions, respectively. Preliminary mechanis-tic experiments corroborated the occurrence of the designed cascadereactions
引用
收藏
页码:82 / 86
页数:5
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