Transition metal-catalyzed olefination of alkyl heteroarenes with alcohols

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-10-18 DOI:10.1016/j.tet.2024.134306
Bin Guo , Jing Zhang , Dan Chen , David J. Young , Hong-Xi Li
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Abstract

Transition metal catalyzed direct olefination of alkyl heteroarenes with alcohols using acceptorless dehydrogenative coupling (ADC) reactions and aerobic oxidative olefination are effective, versatile transformations for the construction of alkenyl heterocyclic compounds. Various transition metal catalysts based on noble metals (Ru) and their earth-abundant equivalents (Mn, Ni, Fe, Co) have been employed for these protocols. Water and hydrogen are the only byproducts and the starting alcohols are less toxic, more readily available, more easily handled and more atom economical than their halogen counterparts. This review details recent advances in these green methodologies, describing scope, reaction mechanisms, chemo-selectivity and applications in synthesis.

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过渡金属催化烷基杂环戊烯与醇的烯化反应
利用无受体脱氢偶联(ADC)反应和有氧氧化烯烃化反应,过渡金属催化烷基杂环与醇的直接烯烃化反应,是构建烯基杂环化合物的有效、多用途转化方法。在这些方案中使用了各种基于贵金属(Ru)及其富土等价物(Mn、Ni、Fe、Co)的过渡金属催化剂。水和氢是唯一的副产品,而起始醇与卤素对应物相比,毒性更小、更容易获得、更易于处理、原子更经济。本综述详细介绍了这些绿色方法的最新进展,包括范围、反应机理、化学选择性以及在合成中的应用。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board Synthesis of dendritic self-immolative molecules triggered by reactive electrophilic alkylating agents: Assessment for colorimetric disclosure of such agents
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