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

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

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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.Hydrox-ybenzyl alcohols,aminobenzhydryl alcohols,and varied indolylmethanols served as most effective pre-cursors 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 conjugate 1,6-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 chem-istry in past decade.This review summarizes the latest advances of the remote conjugate additions of the in-situ generated QMs and IIMs.

Conjugate additionQMsIIMsLUMORemote activationDearomative addition

Yan-Li Li、Zhi-Ming Li、Kai-Kai Wang、Xiao-Long He

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Medical College,Xinxiang University,Xinxiang 453000,China

School of Food and Bioengineering,Xihua University,Chengdu 610039,China

School of Pharmacy,Xinxiang University,Xinxiang 453000,China

National Natural Science Foundation of ChinaChemical Synthesis and Pollution Control Key Laboratory of Sichuan ProvinceScience and Technology Department of Sichuan Province,ChinaHigher Education Institution Key Research Project Plan of Henan ProvinceProgram for Youth Backbone Teacher Training in University of Henan Province

22001216CSPC2023152022NSFSC120324B1500312021GGJS163

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(7)