Beyond 1,4-addition of in-situ generated(aza-)quinone methides and indole imine methides  

作　　者：Yan-Li Li Zhi-Ming Li Kai-Kai Wang Xiao-Long He 

机构地区：[1]Medical College,Xinxiang University,Xinxiang 453000,China [2]School of Pharmacy,Xinxiang University,Xinxiang 453000,China [3]School of Food and Bioengineering,Xihua University,Chengdu 610039,China

出　　处：《Chinese Chemical Letters》2024年第7期35-53,共19页中国化学快报（英文版）

基　　金：the financial support from the National Natural Science Foundation of China(No.22001216);the Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province(No.CSPC202315);the Science and Technology Department of Sichuan Province,China(No.2022NSFSC1203);the Higher Education Institution Key Research Project Plan of Henan Province(No.24B150031);the Program for Youth Backbone Teacher Training in University of Henan Province(No.2021GGJS163)。

摘　　要：The conjugate addition of in-situ generated(aza-)quinone methides(QMs)and indole imine methides(IIMs)emerged as a powerful protocol to access densely functionalized benzenes and indoles.Hydroxybenzyl alcohols,aminobenzhydryl alcohols,and varied indolylmethanols served as most effective precursors for the in-situ generation of such reactive species under acid conditions.The relevant propargylic alcohol has proven to be an elegant precursor to generate the propargylic-QMs and-IIMs via the acid promoted dehydration process,thus enabling diverse challenging remote activation to proceed conjugate1,6-and 1,8-additions.Moreover,the heteroarene has proven to be workable to transfer the LUMO of the p-QMs and 2-IIMs,thus inducing the remote nucleophilic dearomative additions.The conjugate additions of(aza-)p-QMs and varied IIMs has made significant contribution in the field of remote activation chemistry in past decade.This review summarizes the latest advances of the remote conjugate additions of the in-situ generated QMs and IIMs.

关 键 词：Conjugate addition QMS IIMS LUMO Remote activation Dearomative addition 

分 类 号：O621.25[理学—有机化学]