Mechanochemical Decarbonylative Transformation of Amide Group to OCF3 and CF3 Functionalities under Ruthenium Catalysis

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-12-14 DOI:10.1039/d4qo01946f

Satenik Mkrtchyan, Vishal B. Purohit, Oleksandr Shalimov, Michał Jakubczyk, Gabriela Addová, Juraj Filo, Barbora Benicka, Ronak V. Prajapati, Vaibhav D. Prajapati, Jiří Zapletal, Yevhen Karpun, Vitaliy Yepishev, Jarmila Kmeťová, Elena Kupcová, Viktor Iaroshenko

引用次数: 0

Abstract

A novel strategy has been introduced for the selective activation of N–C(O) moiety in primary aromatic amides through the utilization of pyrylium tetrafluoroborate under mechanochemical conditions, where the amide group undergoes subsequent activation and selectively substituted with the CF3 or OCF3 functionality. The scope of the present protocol includes selective transformation of diversely substituted aromatic amides to the respective trifluoromethyl and trifluoromethoxy arenes via mechanochemically induced deaminative functionalization under the synergy of a piezoelectric material barium titanate (BaTiO3), and ruthenium-catalysis. The presented mechanochemical approach unlocks new chemical spaces in pharmaceutical industries with a perspective on PASE (pot, atom, and step economy) synthesis.

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钌催化下酰胺基向 OCF3 和 CF3 官能团的机械化学脱羰基转化

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.