乙醛酸和卤化物盐对吲哚嗪类化合物的电化学双官能化研究

IF 9.3 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Green Chemistry Pub Date : 2025-04-15 DOI:10.1039/d4gc06102k

Chenglong Feng , Xin Liu , Peipeng Zhang , Meichao Li , Zhenlu Shen

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引用次数: 0

摘要

提出了一种通过电化学双官能化合成c3 -甲酰化和c1 -卤化吲哚的新方法。该工艺在没有外部氧化剂或催化剂的情况下顺利进行，并表现出良好的官能团耐受性。在温和条件下（收率达81%），得到了一系列二取代吲哚嘧啶。放大反应和产品的进一步转化可以证实该方案的实用性。已开发的过程已使用绿色指标进行评估，以验证其可持续性。通过对照实验和循环伏安法研究，阐明了吲哚嘧啶的区域选择性C-H甲酰化和卤代化的可能机制。

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Electrochemical difunctionalization of indolizines with glyoxylic acid and halide salts†

A novel and sequential strategy for the synthesis of C3-formylated and C1-halogenated indolizines through electrochemical difunctionalization has been developed. This protocol proceeds smoothly without external oxidants or catalysts, and exhibits excellent functional group tolerance. A series of disubstituted indolizines are obtained under mild conditions (yield up to 81%). Scale-up reaction and further transformation of the product can confirm the practicality of this protocol. The developed process has been evaluated using green metrics to validate its sustainability. A possible mechanism for regioselective C–H formylation and halogenation of indolizines is elucidated by control experiments and cyclic voltammetry studies.

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来源期刊

Green Chemistry 化学-化学综合

CiteScore

16.10

自引率

7.10%

发文量

677

审稿时长

1.4 months

期刊介绍： Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.