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碳酸钾促进下1-芳基-2,2,2-三氟乙酮与胺在温和条件下合成酰胺。

KCO-promoted synthesis of amides from 1-aryl-2,2,2-trifluoroethanones and amines under mild conditions.

作者信息

Zhong Pinyong, Wang Yu-Chao, Liu Jin-Biao, Zhang Linjun, Luo Nianhua

机构信息

Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, Jiangxi University of Science and Technology Ganzhou 341000 China

Jiangxi Province Zhonggantou Survey and Design Co., Ltd. Nanchang 330029 China

出版信息

RSC Adv. 2023 Jun 15;13(26):18160-18164. doi: 10.1039/d3ra03329e. eCollection 2023 Jun 9.

DOI:10.1039/d3ra03329e
PMID:37333725
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10269829/
Abstract

A base-promoted amidation of 1-aryl-2,2,2-trifluoroethanones with amines Haller-Bauer reaction has been developed. In this reaction, the direct transformation of 1-aryl-2,2,2-trifluoroethanones into amides C(O)-C bond cleavage occurs without the use of any stoichiometric chemical oxidants or transition-metal catalysts. A series of primary and secondary amines are shown to be compatible with this transformation, and several pharmaceutical molecules were synthesized.

摘要

已开发出一种碱促进的1-芳基-2,2,2-三氟乙酮与胺的酰胺化反应——哈勒-鲍尔反应。在该反应中，1-芳基-2,2,2-三氟乙酮直接转化为酰胺，C(O)-C键发生断裂，且无需使用任何化学计量的化学氧化剂或过渡金属催化剂。一系列伯胺和仲胺被证明与该转化反应兼容，并合成了几种药物分子。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/6845a560ee43/d3ra03329e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/c181b37885c9/d3ra03329e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/5b40ebd2bdc3/d3ra03329e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/9532ad9eaa8e/d3ra03329e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/6845a560ee43/d3ra03329e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/c181b37885c9/d3ra03329e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/5b40ebd2bdc3/d3ra03329e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/9532ad9eaa8e/d3ra03329e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1856/10269829/6845a560ee43/d3ra03329e-s4.jpg

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Chemodivergent synthesis of -(pyridin-2-yl)amides and 3-bromoimidazo[1,2-]pyridines from α-bromoketones and 2-aminopyridines.
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