Oxidative vinylation annulation of ethyl tertiary amines for the construction of 4-arylpyrimido[1,2-a]benzimidazoles

IF 4.5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2026-11-02 DOI:10.1039/d6qo01326k

Yingying Mei,Wanxin Su,Yubo Wang,Mengjie Li,Xu Zuo,Ziyun Bu,Qinghe Gao

引用次数: 0

Abstract

A TEMPO/HI-enabled oxidative vinylation annulation of ethyl tertiary amines with 2-aminobenzimidazoles and aromatic aldehydes has been developed for the synthesis of 4-arylpyrimido[1,2-a]benzimidazoles. This hydride transfer strategy features broad substrate scope, excellent functional group tolerance, and utilizes readily available ethyl tertiary amines as vinyl synthons to provide diverse fused pyrimidine scaffolds. The protocol further facilitates the late-stage functionalization of complex bioactive molecules and provides a concise one-step synthesis of a reported USP5 inhibitor.

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乙基叔胺氧化乙烯基环化制备4-芳基嘧啶[1,2-a]苯并咪唑

采用TEMPO/ hi使甲基叔胺与2-氨基苯并咪唑和芳香醛进行氧化乙烯化环化反应，合成了4-芳基嘧啶[1,2- A]苯并咪唑。这种氢化物转移策略具有广泛的底物范围，良好的官能团耐受性，并利用易得的乙基叔胺作为乙烯基合成物提供多种融合的嘧啶支架。该方案进一步促进了复杂生物活性分子的后期功能化，并提供了一个简洁的一步合成USP5抑制剂。

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.