高效、可扩展地合成功能化吡咯并[2,1-f][1,2,4]三嗪

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2024-05-07 DOI:10.1021/acs.oprd.4c00116

Shawn K. Pack*, Lei Feng, Ce Chen and Zhongzhen Li,

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引用次数: 0

摘要

我们利用容易获得的起始材料，开发了一种高效、可扩展的功能化 5-氟吡咯并[2,1-f][1,2,4]三嗪的合成方法。该合成方法的亮点在于：通过 Cu 介导的二氟乙酸盐与乙烯基 TMS 的安全加成、3-氟吡咯的选择性甲酰化、依次形成亚胺，然后环化为三嗪核心。其他亲电体与 3-氟吡咯的加成也具有同样的选择性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Efficient, Scalable Synthesis of Functionalized Pyrrolo[2,1-f][1,2,4]triazines

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Efficient, Scalable Synthesis of Functionalized Pyrrolo[2,1-f][1,2,4]triazines

An efficient, scalable synthesis of functionalized 5-fluoropyrrolo[2,1-f][1,2,4]triazines was developed from readily available starting materials. The synthesis is highlighted by a safe, Cu mediated difluoroacetate addition to vinyl TMS, selective formylation of a 3-fluoropyrrole, and sequential imine formation followed by cyclization to the triazine core. Addition of other electrophiles to 3-fluoropyrrole was also shown to be equally selective.

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来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.