Visible Light-Induced Alkyne–Carbonyl Metathesis in Multicomponent Reactions

IF 3.6 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Chemistry - A European Journal Pub Date : 2026-10-13 Epub Date: 2026-06-27 DOI:10.1002/chem.71306
Pan Pan, Zhuang-Chao Fang, Fang-Xin Wang, Xiang-Zhi Zhang
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引用次数: 0

Abstract

Visible light-induced alkyne-carbonyl metathesis has emerged as one of the key tools for constructing α, β-unsaturated carbonyl compounds. Meanwhile, visible light-induced multicomponent organic reactions, featuring high atom economy and mild reaction conditions, have become an important strategy for building complex molecular architectures. Integrating these two strategies—specifically, incorporating visible light-induced alkyne–carbonyl metathesis (ACM) into multicomponent reactions—provides a new pathway for the efficient synthesis of functional aldehydes/ketones while balancing reaction efficiency and atom economy. The review focuses on the research progress of visible light-induced multicomponent reactions of nucleophiles with p-quinone methide (p-QM) intermediates in situ generated by ACM. Initially, this review mainly summarizes visible light-induced multicomponent racemic coupling reactions with alkynes, quinones, and various nucleophiles. Thereafter, it further introduces the application of this strategy in the asymmetric synthesis of chiral compounds and discusses its substrate scope and reaction mechanisms in the construction of complex molecules. This review also highlights the current limitations and challenges within this field and provides an outlook on potential future research directions.

可见光诱导多组分反应中的炔-羰基复分解。
可见光诱导的炔-羰基复分解已成为构建α, β-不饱和羰基化合物的重要手段之一。同时,可见光诱导的多组分有机反应具有原子经济性高、反应条件温和等特点,已成为构建复杂分子结构的重要策略。结合这两种策略-特别是将可见光诱导的炔-羰基复分解(ACM)纳入多组分反应-为在平衡反应效率和原子经济性的同时高效合成功能醛/酮提供了新的途径。本文综述了可见光诱导的对甲基醌(p-QM)中间体与亲核试剂多组分原位反应的研究进展。本文首先综述了可见光诱导的与炔烃、醌和各种亲核试剂的多组分外消旋偶联反应。随后,进一步介绍了该策略在手性化合物不对称合成中的应用,并讨论了其底物范围和在复杂分子构建中的反应机理。本文还强调了目前该领域的局限性和挑战,并对未来可能的研究方向进行了展望。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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