Synthesis of 3-CF3-4-acyl-substituted quinoline derivatives via a cascade reaction of nitrosoarenes and β-CF3-1,3-enynes

文献情報

出版日 2023-11-02

DOI 10.1039/D3QO01208E

インパクトファクター 5.281

著者

Wenhui Li, Shuangping Huang, Qiang Liu, Xing Li, Wenwen Chen

原文を見る

要旨

An unprecedented tandem strategy for the construction of an array of 3-CF3-4-acyl functionalized quinolines has been described from readily available nitrosoarenes and β-CF3-1,3-enynes as starting materials by the combined use of Cu(OTf)2 as a catalyst and DMAP as a base. This reaction proceeds via a sequential formation of C–N, C–O and C–C bonds and the steric hindrance effect of substituents (R1) on the benzene ring of nitrosoarenes has a crucial impact on the reaction reactivity and site-selectivity. This cascade transformation features a novel annulation, easy C–H bond activation, readily available starting materials, good step-economy, good site-selectivity, generation of three new bonds and mild reaction conditions.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Synthesis of 3-CF3-4-acyl-substituted quinoline derivatives via a cascade reaction of nitrosoarenes and β-CF3-1,3-enynes

文献情報

おすすめジャーナル

関連文献

Reshaping carbon-coated Mn2Mo3O8 nanotubes and enhanced sodium storage performance

Synthesis of core–shell polymer particles in supercritical carbon dioxide via iterative monomer addition

Synthesis without solvent: consequences for mechanochemical reactivity

Contents list

meta-Fluorophores: an uncharted ocean of opportunities

Synthesis of medium-sized heterocycles from oxetanes based on an allylic amination/ring-opening strategy

Frontiers in nonviral delivery of small molecule and genetic drugs, driven by polymer chemistry and machine learning for materials informatics

Development of 18F-Labeled hydrophilic trans-cyclooctene as a bioorthogonal tool for PET probe construction

Lead-oriented synthesis of epigenetic relevant scaffolds

Introduction of TiO2 enhancing the catalytic performance of Ti(SO4)2/SiO2 for dimethyl ether oxidation

こちらもおすすめ

3-イチチルビフェニルはどのように合成されますか？

8-溴-5-三氟甲基喹啉はどのように合成されますか？

ジメチル4-(4,4,5,5-テトラメチル-1,3,2-ドioxaborolan-2-基)-2,6-ピリジンジカルボイル酸フェニルアミニドの代替品はありますか？

N-(3,5-ヘキサクロロ-4-ピリドインイル)-8-メチオキシ-5-キノリンカーボン酸の市場動向や研究トレンドはどのようなものでしょうか？

イソステアロイルグリセリルは安全ですか？

1-(二苯甲基)-3,3-二氟-氮杂环丁烷の市場動向や研究トレンドはどうですか？

3-チオフェンスチオールの物理化学的性質は何ですか？

2-Methyl-2-propanyl (2S)-2-(aminomethyl)-1-piperidinecarboxylateは安全ですか？

CAS番号1316822-90-8の化合物は安全ですか？

Tert-butyl 2-(2-羟基乙基)哌嗪-1-羧酸はどのように保存すればよいですか？

掲載誌

Organic Chemistry Frontiers

おすすめ化合物

29-Hydroxyfriedelan-3-one

Ethyl 4-cyano-1-piperidinecarboxylate

6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-6-carboxylic acid

9,9'-O-Isopropyllidene-isolariciresinol

4-chloro-5-iodopyrimidin-2-amine

おすすめサプライヤー