徐华栋老师课题组在Oranic Letters发表研究论文

发布时间:2017-07-08浏览次数:35

One-Pot Protocol to Functionalized Benzopyrrolizidine Catalyzed Successively by Rh2(OAc)4 and Cu(OTf)2: A Transition Metal–Lewis Acid Catalysis Relay

Dr. Hua-Dong Xu, Zhi-Hong Jia, Ke Xu, Hao Zhou and Dr. Mei-Hua Shen

  

Article first published online: 12 DEC 2014 | DOI: 10.1021/ol503247t

全文键连:http://pubs.acs.org/doi/abs/10.1021/ol503247t?journalCode=orlef7&quickLinkVolume=17&quickLinkPage=66&selectedTab=citation&volume=17

  

Abstract: 4-N-Allylarylpropylamino-1-sulfonyl triazoles are converted to structurally unique benzopyrrolizidinyl sulfonamides in a one-pot operation. Intramolecular capture of rhodium carbene with arylamino nitrogen gives rise to the formation of an ammonium ylide immediate. A [2,3]- or [1,2]-rearrangement occurs to give a 2-allylpyrrolidinyl-2-carbimine intermediate which undergoes Cu(OTf) 2 catalyzed aza-Friedel−Crafts cyclization to finish a highly functionalized tricyclic system decorated with a synthetically difficult quaternary carbon center, a sulfonamide group, and an allyl segment.