Ortho ‐Hydroxy‐Substituted Para ‐Quinone Methide: A Highly Reactive and Versatile Building Block in Organic Synthesis

ABSTRACT During the past few decades, ortho ‐hydroxy‐substituted para ‐quinone methides (HO‐ p ‐QMs) have become one of the most highly reactive, instant, and versatile synthons, which have attracted much attention in organic synthesis by many chemists and pharmacists. HO ‐p ‐QMs could be used as bifunctional substrates in domino oxa ‐Michael/1,6‐addition reactions and participated in various [4+n] annulation reactions for the assembly of various functionalized five‐ to seven‐membered oxygen‐containing heterocycles. This review summarizes the research progress of versatile synthetic applications of ortho ‐hydroxy‐substituted para ‐quinone methides and related o ‐tosylaminophenyl‐substituted p ‐quinone methides (NH‐ p ‐QMs) in recent years.

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Publication Details

Journal
ChemistrySelect
Published
2026-08-27
DOI
https://doi.org/10.1002/slct.74280
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.00

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article

Ortho ‐Hydroxy‐Substituted Para ‐Quinone Methide: A Highly Reactive and Versatile Building Block in Organic Synthesis

Chao‐Guo Yan, Bing-Feng Qian, Wen-Tao Wang, Zi‐Yi Chen et al.
ChemistrySelect
Synthesis of Indole Derivatives
article

Ortho ‐Hydroxy‐Substituted Para ‐Quinone Methide: A Highly Reactive and Versatile Building Block in Organic Synthesis

Chao‐Guo Yan, Bing-Feng Qian, Wen-Tao Wang, Zi‐Yi Chen, Xiang‐Yu Wang, Xue‐Jiao Zhang, Da‐Qian Wang
article en

Abstract

ABSTRACT During the past few decades, ortho ‐hydroxy‐substituted para ‐quinone methides (HO‐ p ‐QMs) have become one of the most highly reactive, instant, and versatile synthons, which have attracted much attention in organic synthesis by many chemists and pharmacists. HO ‐p ‐QMs could be used as bifunctional substrates in domino oxa ‐Michael/1,6‐addition reactions and participated in various [4+n] annulation reactions for the assembly of various functionalized five‐ to seven‐membered oxygen‐containing heterocycles. This review summarizes the research progress of versatile synthetic applications of ortho ‐hydroxy‐substituted para ‐quinone methides and related o ‐tosylaminophenyl‐substituted p ‐quinone methides (NH‐ p ‐QMs) in recent years.

ChemistrySelectVol. 11(33)
Chizhou University (CN), Yangzhou University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 19%
Synthesis of Indole Derivatives
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