3,4-二官能苯并[h]香豆素的无金属三组份反应

IF 2.7 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

New Journal of Chemistry Pub Date : 2025-04-16 DOI:10.1039/D5NJ00599J

Shendan Xia, Chaojie Wang, Yuyan Xu, Hao Zheng and Zhiwei Chen

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引用次数: 0

摘要

本文报道了在温和的反应条件下，炔酯与胺和醌通过多组分反应进行无金属偶联环化反应，得到目标化合物。该方法通过一步合成3个新的化学键（C-C键、C-O键和C-N键），具有底物范围广、原子经济性高等优点，为3,4-二官能化苯并[h]香豆素的合成提供了方便的平台。此外，放大反应突出了该方法的潜在合成效用。

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Metal-free three-component reactions of alkynes for the construction of 3,4-difunctionalized benzo[h]coumarins†

Herein, we report a metal-free coupling cyclization reaction of alkyne ester with amines and quinones via multicomponent reactions to produce the target compounds with mild reaction conditions. This method provides a facile platform for the synthesis of 3,4-difunctionalized benzo[h]coumarin, through the formation of three new chemical bonds (C–C bond, C–O bond and C–N bond) in a single step, with broad substrate scope and high atom-economy. Furthermore, scale-up reactions highlight the potential synthetic utility of this methodology.

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