Zhang Yanshi, Herndon James W
Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico 88003-8001, USA.
Org Lett. 2003 Jun 12;5(12):2043-5. doi: 10.1021/ol034414j.
[reaction: see text] The coupling of enyne-imines with Fischer carbene complexes leads to the formation of alkenylpyrrole derivatives. Maximum yields of pyrrole adducts were obtained using N,N-dimethylhydrazones. A mechanism involving alkyne insertion followed by nucleophilic attack of the imine nitrogen at the intermediate alkenylcarbene complex was proposed.
[反应:见正文] 烯炔亚胺与费歇尔卡宾配合物的偶联反应生成烯基吡咯衍生物。使用N,N - 二甲基腙可获得吡咯加合物的最大产率。提出了一种涉及炔烃插入,随后亚胺氮对中间体烯基卡宾配合物进行亲核进攻的机理。