Multigram-Scale Synthesis and Study of Reactivity of Two Difluoromethylating Reagents Based on Sulfoximine Skeletons

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2025-06-13 DOI:10.1021/acs.oprd.5c00148

Gabriel Goujon, Marina Briand, Nathalie Leclerc, Bruce Pégot, Guillaume Dagousset, Elsa Anselmi, Emmanuel Magnier

引用次数: 0

Abstract

Hu’s reagent is widely known for the electrophilic and radical difluoromethylation reactions of various compounds of interest for the pharmaceutical and agrochemical fields. Recently, our group described a cyclic version of this sulfoximine. In this article, the gram-scale synthesis of these two reagents, as well as a comparison of their reactivity in electrophilic and radical transformation, is disclosed. DSC and TGA measurements were carried out on the pure final compounds to assess the safety of the process.

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基于亚砜亚胺骨架的两种二氟甲基化试剂的多克尺度合成及反应性研究

胡试剂在制药和农业化学领域广泛应用于各种化合物的亲电和自由基二氟甲基化反应。最近，我们的小组描述了这种亚砜胺的环状版本。本文公开了这两种试剂的克级合成，并比较了它们在亲电转化和自由基转化中的反应活性。对纯化后的化合物进行了DSC和TGA测量，以评估该工艺的安全性。

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 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.