Cp*Rh(III)-Catalyzed Divergent Synthesis of N-Heterocycles with N-Methoxyindoleamides and Isoxazolones

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-07-20 DOI:10.1002/adsc.202400425

Dan-Ting Shen, Wen-Xuan Zou, Shao-Yong Chen, Lin Xiao, Qiong Hu, Jia-Lin Song, Xu-Ge Liu, Shang-Shi Zhang

引用次数: 0

Abstract

A method for synthesizing pyrimido[1,2-a]indol-4-ol heteroarenes via a Cp*Rh(III)-catalyzed cascade C−H activation/annulation strategy employing N-methoxyindoleamides and isoxazolones is developed. Also, a framework of 3-methoxy-2,3-dihydro-[1,3,5]triazino[1,2-a]indole-4,10-dione was successfully synthesized via a Cp*Rh-catalyzed C−H activation/annulation/oxidation reaction between N-(methyloxy)-1H-indole-1-carboxamide and isoxazolones. These reactions demonstrated the suitability of several substrates, compatibility with numerous functional groups, and mild reaction conditions. Preliminary mechanistic investigations have been completed.

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Cp*Rh(III)-Catalyzed Divergent Synthesis of N-heterocycles with N-methoxyindoleamides and Isoxazolones（Cp*Rh(III)催化的 N-甲氧基吲哚酰胺和异噁唑酮与 N-杂环的歧化合成

利用 N-甲氧基吲哚酰胺和异噁唑酮，通过 Cp*Rh(III)-catalyzed cascade C-H activation/annulation 策略，开发了一种合成嘧啶并[1,2-a]吲哚-4-醇杂环戊烯的方法。此外，通过 N-（甲氧基）-1H-吲哚-1-甲酰胺和异噁唑酮之间的 Cp*Rh 催化 C-H 活化/环化/氧化反应，成功合成了 3-甲氧基-2,3-二氢-[1,3,5]三嗪并[1,2-a]吲哚-4,10-二酮的框架。这些反应证明了多种底物的适用性、与多种官能团的兼容性以及温和的反应条件。初步的机理研究已经完成。

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

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.