Visible-light promoted cross-coupling of ethyl iododifluoroacetate with silyl enol ethers for the synthesis of ?-fluoroenones via noncovalent interactions

被引：5

作者：

Huang, Qi-Ping ^{[1
]}

Li, Wei-Piao ^{[1
]}

Li, Rui ^{[1
]}

Zhao, Liang ^{[1
]}

Wang, Hao-Yang ^{[2
]}

Li, Xuefei ^{[1
,3
]}

Wang, Pan ^{[1
,4
]}

He, Chun-Yang ^{[1
]}

机构：

[1] Zunyi Med Univ, Gener Drug Res Ctr Guizhou Prov, Sch Pharm, Key Lab Biocatalysis & Chiral Drug Synth Guizhou P, Zunyi, Guizhou, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Mass Spectrometry Anal, Shanghai 200032, Peoples R China

[3] United Imaging Healthcare, Shanghai, Peoples R China

[4] Affiliated Hosp Zunyi Med Univ, Dept Nucl Med, Zunyi, Guizhou, Peoples R China

来源：

TETRAHEDRON LETTERS | 2022年 / 97卷

基金：

中国国家自然科学基金;

关键词：

fl-Fluoroenones; Noncovalent interactions; Visible light promoted; Radical addition; FLUOROOLEFIN DIPEPTIDE ISOSTERES; ARYL BORONIC ACIDS; OXIDATIVE TRIFLUOROMETHYLATION; FLUOROALKYLATION REACTIONS; PEPTIDE ISOSTERES; DIFLUOROALKYLATION; FLUORINE; HETEROARENES; ALKENES; DIFLUOROMETHYLATION;

D O I：

10.1016/j.tetlet.2022.153782

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Monofluoroalkene is an important motif in drug development as it serves as an ideal mimic of peptide amide bond. Herein, a visible light promoted cross-coupling of ethyl iododifluoroacetate with silyl enol ethers for the synthesis of fl-fluoroenones is presented. The transformation was mediated by non-covalent interactions, in which solvent acts as an electron donor. This protocol can also be applied for the synthesis of a, fl-polyfluoroenones. The advantages of this protocol are mild reaction conditions, excellent functional group tolerance, synthetic flexibility, and operational simplicity. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：4

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