Late-stage electron-catalyzed perfluoroalkylation of coumarin derivatives-Thermal fluoroalkyl radical production from sodium perfluoroalkyl sulfinate salts

被引：11

作者：

Rosario Torviso, M. ^{[1
]}

Mansilla, Daniela ^{[1
]}

Garcia, Selva ^{[1
]}

Lantano, Beatriz ^{[1
]}

Barata-Vallejo, Sebastian ^{[1
]}

Postigo, Al ^{[1
]}

机构：

[1] Univ Buenos Aires, Fac Farm & Bioquim, Dept Quim Organ, Junin 954, RA-1113 Buenos Aires, DF, Argentina

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2017年 / 197卷

关键词：

Perfluoroalkylation; Coumarin; Electron-catalyzed; Photocatalysis; 3-perfluoroalkylated coumarin; Potassium oxalate; ORGANIC-COMPOUNDS; FLUORESCENT DYES; TRIFLUOROMETHYLATION; GENERATION; REAGENTS;

D O I：

10.1016/j.jfluchem.2017.03.005

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Novel and high-yielding protocols for the late-stage synthesis of 3-perfluoroallcyl-substituted coumarin derivatives employing either perfluoroalkyl iodides RFI or sodium perfluoroallcylsuffinate salts NaSO2RF as perfluoroalkyl R-F radical precursors is presented. The electron-catalyzed methodologies make use of two comparative and parallel protocols as an entry to the production of RF radicals: (i) from NaSO(2)Rf sources and the thermal tert-butylhydroperoxide (TBHP) radical initiation in MeCN: CH2Cl2 as organic solvent mixture, and (ii) from commercial RFI and the photoorganocatalyst anthraquinone-2-sulfonic acid as the room-light initiation process in DMF: CH2Cl2 as mixture of solvents. (C) 2017 Elsevier B.V. All rights reserved.

引用

页码：42 / 48

页数：7

共 29 条

[1] Metal complexes of azo coumarin derivative: synthesis, spectroscopic, thermal, and antimicrobial studies [J].