Visible-light-induced perfluoroalkylationiarylmigration/desulfonylation cascades of conjugated tosyl amides

Tang Shi; Yuan Li; Deng You-Lin; Li Zeng-Zeng; Wang Liang-Neng; Huang Gui-Xiu; Sheng Rui-Long

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Visible-light-induced perfluoroalkylationiarylmigration/desulfonylation cascades of conjugated tosyl amides

机译：可见光诱导的全氟烷基化芳级升级/脱硫酸纤维化级联缀合的甲苯酰胺

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摘要

An effective visible-light-induced perfluoroalkylation of conjugated tosyl amides using R-f-X (X = I or Br) as the R-f source by Ir photocatalyst was disclosed. This protocol provides a new way to prepare oxindoles or (alpha-aryl-beta-fluoroalkyl amides bearing various perfluorinated moieties such as n-C3F7, i-C3F7, n-C4F9, n-C6F13, n-C9F17, n-C10F21 and CF2CO2Et. (C) 2016 Elsevier Ltd. All rights reserved.

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来源
《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry》 |2017年第4期|共4页
作者
Tang Shi; Yuan Li; Deng You-Lin; Li Zeng-Zeng; Wang Liang-Neng; Huang Gui-Xiu; Sheng Rui-Long;
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作者单位

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Jishou Univ Dept Coll Chem &

Chem Engn Jishou 416000 Peoples R China;

Chinese Acad Sci Shanghai Inst Organ Chem 345 Lingling Rd Shanghai 200032 Peoples R China;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
Photoredox catalysis; Perfluorinating; Difunctionalization; Perfluoroalkyl iodide; Arylsulfonyl aciylamide;

机译：Photoreox催化;全氟化;双官能化;全氟烷基碘;芳基磺基酰胺;

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专利

1. Visible-light-induced perfluoroalkylationiarylmigration/desulfonylation cascades of conjugated tosyl amides [J] . Tang Shi, Yuan Li, Deng You-Lin, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2017,第4期

机译：可见光诱导的全氟烷基化芳级升级/脱硫酸纤维化级联缀合的甲苯酰胺
2. Desulfonylation of Tosyl Amides through Catalytic Photoredox Cleavage of N-S Bond Under Visible-Light Irradiation [J] . Jun Xuan, Bin-Jie Li, Zhu-Jia Feng, Chemistry, an Asian journal . 2013,第6期

机译：可见光照射下N-S键的催化光氧化还原裂解对甲苯磺酰胺的磺酰化
3. Photochemical desulfonylation of N-tosyl amides by 2-phenyl-N,N ' dimethylbenzimidazoline (PDMBI) [J] . Liu Q, Liu ZG, Zhou YL, Synlett . 2005,第16期

机译：2-苯基-N，N'二甲基苯并咪唑啉（PDMBI）对N-甲苯磺酰胺进行光化学脱磺酰化
4. SILYLATION-DESILYLATION OF PROPARGYL TOSYL AMIDES: EASY SYNTHESIS OF α,β-UNSATURATED ALDEHYDES AND β- LACTAMS(Abstracts) [C] . Giulia Valentini, Laura Antonella Aronica, Anna Maria Caporusso European Symposium on Organic Chemistry . 2007

机译：甲硅烷基甲硅烷基甲硅烷基酰胺：易于合成α，β-不饱和醛和β-内酰胺（摘要）
5. Strain-Release Activation of alpha, beta-Unsaturated Amides Towards Conjugate Addition of Nitrogen, Oxygen and Sulfur Nucleophiles. [D] . Banning, Joseph Erik. 2013

机译：α，β-不饱和酰胺的应力释放活化趋向于氮，氧和硫亲核试剂的添加。
6. Crystal structures of (E)-3-(furan-2-yl)-2-phenyl-N-tosylacrylamide and (E)-3-phenyl-2-(m-tolyl)-N-tosylacrylamide [O] . Dong Cheng, Xiangzhen Meng, Zeyuan Sheng, 2016

机译：（E）-3-（呋喃-2-基）-2-苯基-N-甲苯磺酰基丙烯酰胺和（E）-3-苯基-2-（间甲苯基）-N-甲苯磺酰基丙烯酰胺的晶体结构
7. Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water [O] . Sadhan Jana, Ajay Verma, Rahul Kadu, 2017

机译：可见光诱导的氧化剂和无金属脱氢性级联三氟甲基化和1,6- inynes的氧化用水

Visible-light-induced perfluoroalkylationiarylmigration/desulfonylation cascades of conjugated tosyl amides

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