氧吲哚与邻卤代苯乙酮的串联SNAr/Aldol缩合使含一个季碳的2,3-熔融吲哚的模块化组装成为可能

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-28 DOI:10.1021/acs.joc.5c00301

Zi-Xia Zheng, Kai-Heng Yu, Zi-Yuan Liu, Qun Cai, Zi-Yi Yuan, Feng-Cheng Jia, Shuang-Xi Gu

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引用次数: 0

摘要

本文描述了一种新的碱基促进的[4 + 2]环化反应，3-甲基吲哚-2- 1与邻卤代苯乙酮，可以模块化和可靠地合成含季碳的2,3-电熔吲哚。两个C-C键可以通过碱基促进SNAr和醛醇缩合的串联序列依次构建。该工艺具有过渡无金属、效率高、操作简单等特点。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Tandem SNAr/Aldol Condensation of Oxindoles with o-Haloacetophenones Enables Modular Assembly of 2,3-Fused Indolines Bearing a Quaternary Carbon

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Tandem SNAr/Aldol Condensation of Oxindoles with o-Haloacetophenones Enables Modular Assembly of 2,3-Fused Indolines Bearing a Quaternary Carbon

Described herein is a novel base-promoted [4 + 2] annulation reaction of 3-methyl-indolin-2-ones with ortho-haloacetophenones, which enables the modular and reliable synthesis of 2,3-fused indolines bearing a quaternary carbon. Two C–C bonds can be successively constructed through a tandem sequence involving base-promoted S_NAr and aldol condensation. This protocol is highlighted by transition metal-free conditions, high efficiency, and simple operation.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.