在可见光下直接脱氧 C-N 偶联构建吲唑

IF 11.3 1区 化学 Q1 CHEMISTRY, PHYSICAL
ACS Catalysis Pub Date : 2024-09-03 DOI:10.1039/D4GC02807D
Xinluo Song, Lingfeng Yin, Subin Hao, Yu Wang, Yanqi Chen, Cheng Ma, Ming-De Li and Li Dang
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引用次数: 0

摘要

近年来,以吲唑为骨架的药物绿色合成备受关注。以偶氮苯为原料合成这一类重要杂环化合物的可持续且环保的方法很有吸引力,但却很少见。本研究开发了一系列简便、快速、高效的反应,为吲唑的光有机合成提供了一种显著的方法。通过一种在还原环化反应中具有巨大潜力的新机制,在可见光下实现了邻羰基偶氮苯的无金属和氢源直接脱氧环化。大多数实例都能以极高的产率得到相应的 2H-indazole 产物,这表明本反应具有广泛的底物范围和良好的官能团耐受性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Direct deoxygenative C–N coupling to construct indazole under visible light†

Direct deoxygenative C–N coupling to construct indazole under visible light†

Direct deoxygenative C–N coupling to construct indazole under visible light†

The green synthesis of medicines with an indazole skeleton has gained significant attention in recent years. Sustainable and environmentally friendly approaches for the synthesis of this important class of heterocyclic compounds from azobenzenes are attractive but rare. In this work, a series of neat, fast, and efficient reactions are well developed as a notable methodology for the photo-organic synthesis of indazoles. Metal and hydrogen source-free direct deoxygenative cyclization of o-carbonyl azobenzene under visible light is achieved through a new mechanism with huge potential in reduction cyclization reactions. Most examples are shown to give the corresponding 2H-indazole products in excellent yields, demonstrating that the present reaction has a wide substrate scope and good functional group tolerance.

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来源期刊
ACS Catalysis
ACS Catalysis CHEMISTRY, PHYSICAL-
CiteScore
20.80
自引率
6.20%
发文量
1253
审稿时长
1.5 months
期刊介绍: ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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