Rh(III)-Catalyzed Cascade Cyclization of Enaminones with Diazo compounds: Switchable Syntheses of 2-Pyrones and Pyrido-quinazolinones

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-09-03 DOI:10.1039/d5qo01086a

Hongxiang Huang, Ruimeng Zhang, Leiqing Fu, Jie-Ping Wan

引用次数: 0

Abstract

The Rh-catalyzed C−H activation of N-pyridinyl enaminones and cascade cyclization with diazo compounds are reported to construct 2-pyrones and pyrido-quinazolinones with a broad range of substrates and good yields. The use of NaOAc as the additive and HFIP as the solvent affords 2-pyrones via C−H bond activation, 1,5-HAT and cyclization. On the other hand, the use of NaOPiv and AgNTf2 as the additives and TFE as the solvent leads to pyrido-quinazolinones based on C−H bond activation, Knoevenagel condensation, aromatization and cyclization.

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Rh（III）催化重氮化合物级联环化胺酮：2-吡咯酮和吡咯醌啉酮的可切换合成

通过铑催化的n -吡啶基胺酮的C−H活化和重氮化合物的级联环化，得到了底物范围广、产率高的2-吡咯酮类和吡咯醌唑啉酮类化合物。以NaOAc为添加剂，HFIP为溶剂，通过C−H键活化、1,5- hat和环化得到2-吡咯酮。另一方面，以NaOPiv和AgNTf2为添加剂，以TFE为溶剂，通过C−H键活化、Knoevenagel缩合、芳构化和环化反应合成吡啶-喹唑啉酮。

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

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.