Recent developments in 1,6-addition reactions of para-quinone methides (p-QMs),Organic Chemistry Frontiers

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Recent developments in 1,6-addition reactions of para-quinone methides (p-QMs)
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020-05-28 , DOI: 10.1039/d0qo00387e
Jia-Yin Wang _{1,

2,

3,

4,

5} , Wen-Juan Hao _{1,

2,

3,

4,

5} , Shu-Jiang Tu _{1,

2,

3,

4,

5} , Bo Jiang _{1,

2,

3,

4,

5}

Affiliation

In recent years, para-quinone methides (p-QMs) have emerged as attractive and versatile synthons in organic synthesis owing to their high reactivity. Consequently, p-QM chemistry has attracted increasing attention and remarkable advances have been achieved. Among the numerous transformations involving p-QMs, catalytic reactions play a pivotal role, and a variety of catalytic systems mediated by Lewis acids, Brønsted acids, bases, transition metals, N-heterocyclic carbenes, and other catalysts have been established for performing 1,6-conjugate addition reactions. Various molecular scaffolds have been constructed using p-QMs to obtain the core structures of numerous natural and synthetic substances of chemical and biomedical relevance. In this review, we provide a comprehensive overview of recent progress in this rapidly growing field by summarizing the 1,6-conjugate addition and annulation reactions of p-QMs with consideration of their mechanisms and applications.

中文翻译：

对醌甲基化物（p-QMs）1,6-加成反应的最新进展

近年来，由于其高反应性，对醌甲基化物（p -QMs）已成为有机合成中有吸引力且用途广泛的合成子。因此，p -QM化学引起了越来越多的关注，并取得了显着的进展。在涉及p -QMs的众多转化中，催化反应起着关键作用，并且已经建立了由路易斯酸，布朗斯台德酸，碱，过渡金属，N-杂环卡宾和其他催化剂介导的各种催化体系，以进行1， 6-共轭加成反应。使用p构建了各种分子支架-QM可获取具有化学和生物医学意义的众多天然和合成物质的核心结构。在这篇综述中，我们通过总结p -QMs的1,6-共轭物加成和环化反应，并考虑了它们的作用机理和应用，对这一快速发展领域的最新进展进行了全面的概述。

更新日期：2020-06-30

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