典型文献
Transition-metal-catalyzed switchable divergent cycloaddition of para-quinone methides and vinylethylene carbonates:Access to different sized medium-sized heterocycles
文献摘要：
Divergent synthesis of medium-sized rings with controllable ring sizes represents a longstanding chal-lenge in organic synthesis.Herein,we developed a transition-metal-catalyzed switchable divergent cy-cloaddition of para-quinone methides and vinylethylene carbonates by controlling the steric hindrance of substituent.Different from reported alkoxide-triggered annulations,this process undergoes a regiodi-vergent allylation of para-quinone methides followed by 1,6-addition reaction,providing a new route to selectively synthesize seven-to ten-membered nitrogen-containing heterocycles in high yields with ex-cellent regioselectivities.This protocol features a broad substrate scope,wide functional group tolerance as well as operational simplicity.The reaction mechanism was investigated by conducting a series of con-trol experiments as well as DFT calculations and the origins of the regioselectivities of the cycloaddition process were rationalized.
文献关键词：
中图分类号：
作者姓名：
Junwei Wang;Lei Zhao;Chen Zhu;Ben Ma;Xiaolong Xie;Jian Liu;Shiyun He;Magnus Rueping;Kun Zhao;Lihong Hu
作者机构：
Jiangsu Key Laboratory for Functional Substances of Chinese Medicine,School of Pharmacy,Nanjing University of Chinese Medicine,Nanjing 210023,China;KAUST Catalysis Center(KCC),King Abdullah University of Science and Technology(KAUST),Thuwal 23955-6900,Saudi Arabia;Department of Medicinal Chemistry,Key Laboratory of Chemical Biology,School of Pharmacy,Cheeloo College of Medicine,Shandong University,Ji'nan 250012,China
文献出处：
引用格式：
[1]Junwei Wang;Lei Zhao;Chen Zhu;Ben Ma;Xiaolong Xie;Jian Liu;Shiyun He;Magnus Rueping;Kun Zhao;Lihong Hu-.Transition-metal-catalyzed switchable divergent cycloaddition of para-quinone methides and vinylethylene carbonates:Access to different sized medium-sized heterocycles)[J].中国化学快报（英文版）,2022(10):4549-4558
A类：
methides,vinylethylene,cloaddition,alkoxide,annulations,regiodi,vergent,regioselectivities
B类：
Transition,metal,catalyzed,switchable,divergent,cycloaddition,para,quinone,carbonates,Access,different,sized,medium,heterocycles,Divergent,synthesis,rings,controllable,sizes,represents,longstanding,chal,lenge,organic,Herein,developed,transition,by,controlling,steric,hindrance,substituent,Different,from,reported,triggered,this,process,undergoes,allylation,followed,reaction,providing,new,route,selectively,synthesize,seven,ten,membered,nitrogen,containing,high,yields,cellent,This,protocol,features,broad,substrate,scope,wide,functional,group,tolerance,well,operational,simplicity,mechanism,was,investigated,conducting,series,experiments,DFT,calculations,origins,were,rationalized
AB值：
0.563238
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