碱控选择性裂解二氟碳的 C-F 键以实现吲哚利嗪类化合物的分歧组装

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-06-12 DOI:10.1039/d4qo00801d

Chun-Yan Wu, Xiang-Long Chen, Dong-Sheng Yang, Yong-Xing Tang, Li-Sheng Wang, Yan-Dong Wu, Shi-Yi Zhuang, An-Xin Wu

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引用次数: 0

摘要

本研究开发了一种[3+1+1]级联环化反应，该反应以磺鎓酰化物、BrCF2CO2Me 和吡啶鎓盐为容易获得的底物，用于歧化构建三取代吲嗪类化合物。通过改变反应条件，这种无金属工艺实现了选择性裂解二氟碳的一个或两个 C-F 键，并使其成为 C 或 CF 源。产物的进一步转化体现了这一反应的实用性。

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Base-controlled Selective Cleavage of C−F Bond of Difluorocarbene for the Divergent Assembly of Indolizines

An [3+1+1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed. By change the reaction condition, this metal-free process realized selective cleavage of one or two C−F bonds of difluorocarbene and let it act as C or CF source. Further transformation of the product represented the practicality of this reaction.

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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.