Mn(OAc)3-Mediated Hydrotrifluoromethylation of Unactivated Alkenes Using CF3SO2Na as the Trifluoromethyl Source DOI
Bin Cui, Hui Sun, Yibo Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2018, Volume and Issue: 83(11), P. 6015 - 6024

Published: May 7, 2018

A simple and efficient method for hydrotrifluoromethylation of unactivated alkenes was reported. The reaction relied on the single electron oxidation a commercially available sodium trifluoromethanesulfinate (CF3SO2Na, Langlois' reagent) using Mn(OAc)3·2H2O as oxidant subsequent addition trifluoromethyl radical to C═C double bonds. proceeded readily under mild conditions with good tolerance variety functional groups in substrates. preliminary mechanism studied deuteration, clock, TEMPO inhibition experiments.

Language: Английский

Electron transfer-induced reduction of organic halides with amines DOI
Takahide Fukuyama,

Yuki Fujita,

Hayato Miyoshi

et al.

Chemical Communications, Journal Year: 2018, Volume and Issue: 54(44), P. 5582 - 5585

Published: Jan. 1, 2018

UV light-induced reduction of vinyl and aryl halides with triethylamine proceeded smoothly to give the corresponding reduced products. High temperature heating also caused DABCO served as a good reducing reagent.

Language: Английский

Citations

40

Progress in Visible Light‐Induced Difluroalkylation of Olefins DOI

Ronibala Devi Laishram,

Jingchao Chen, Baomin Fan

et al.

The Chemical Record, Journal Year: 2020, Volume and Issue: 21(1), P. 69 - 86

Published: Oct. 27, 2020

Abstract The incorporation of difluoromethylated (CF 2 ) moiety into potentially useful parent molecules lead to significant changes in metabolic stability, lipophilicity, and solubility the molecules. Over past several years, with advent new difluoromethylating reagents, great progress has been made development a protocol for direct CF H group organic Among them, difluroalkylation induced by visible light emerged as an efficient strategy over few years. In particular, this provides more sustainable alternative other traditional radical‐triggered reactions terms environment, energy, step‐economy, health, safety. present review mainly focuses on photocatalytic difluoroalkylation olefinic using transition‐metal complexes, dyes photocatalyst; some compounds medium photocatalysis.

Language: Английский

Citations

36

Subphthalocyanine capsules: molecular reactors for photoredox transformations of fullerenes DOI Creative Commons

Marta Moreno-Simoni,

Tomás Torres⊗, Gema de la Torre

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(32), P. 9249 - 9255

Published: Jan. 1, 2022

The internal cavity formed by a dimeric subphthalocyanine (SubPc) capsule (SubPc2Pd3, 2), ensembled coordination of pyridyl substituents in the monomeric SubPc 1 to Pd centers, has proved an optimal space for complexation C60 fullerene. Taking advantage intense absorption green light component at around 550 nm, we have tested different green-light induced photoredox addition reactions over double bonds guest C60. Both amine radicals, generated reductive quenching excited state 2 aromatic trimethylsilylamines, and trifluoroethyl obtained from oxidative photosensitizer, successfully taken place with good yields 2:C60 host:guest complex. On other hand, both result much lower when pyridyl-SubPc is used as photocatalyst, demonstrating that encapsulation results strong acceleration reaction. Importantly, this first example use confined microenvironment trigger chemical transformations fullerenes.

Language: Английский

Citations

21

Visible‐Light‐Promoted Synthesis of 1,4‐Dicarbonyl Compounds via Conjugate Addition of Aroyl Chlorides DOI
Chao‐Ming Wang, Dan Song, Peng‐Ju Xia

et al.

Chemistry - An Asian Journal, Journal Year: 2018, Volume and Issue: 13(3), P. 271 - 274

Published: Jan. 10, 2018

A facile visible-light photocatalytic conjugate addition to prepare 1,4-dicarbonyl compounds has been developed by employing readily available aroyl chlorides as aryl radical sources. This operationally simple method shows a broad scope with regard both and Michael acceptors. As result, variety of 1,4-diketones were efficiently synthesized in moderate good yields.

Language: Английский

Citations

38

Mn(OAc)3-Mediated Hydrotrifluoromethylation of Unactivated Alkenes Using CF3SO2Na as the Trifluoromethyl Source DOI
Bin Cui, Hui Sun, Yibo Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2018, Volume and Issue: 83(11), P. 6015 - 6024

Published: May 7, 2018

A simple and efficient method for hydrotrifluoromethylation of unactivated alkenes was reported. The reaction relied on the single electron oxidation a commercially available sodium trifluoromethanesulfinate (CF3SO2Na, Langlois' reagent) using Mn(OAc)3·2H2O as oxidant subsequent addition trifluoromethyl radical to C═C double bonds. proceeded readily under mild conditions with good tolerance variety functional groups in substrates. preliminary mechanism studied deuteration, clock, TEMPO inhibition experiments.

Language: Английский

Citations

35