Chemoselective Mono- and Difluorination of 1,3-Dicarbonyl Compounds DOI
Lin Tang, Zhen Yang,

Jingchao Jiao

et al.

The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(16), P. 10449 - 10458

Published: July 23, 2019

By altering the amount of Selectfluor, highly selective mono- and difluorination 1,3-dicarbonyl compounds has been achieved, affording a variety 2-fluoro- 2,2-difluoro-1,3-dicarbonyl in good to excellent yields. The reaction can be readily performed aqueous media without any catalyst base, which features practical convenient fluorination. Importantly, gram-scale reaction, transformation 2-fluoro-1,3-diphenylpropane-1,3-dione 4-fluoro-1,3,5-triphenyl-1H-pyrazole, chlorination bromination are realized further exhibit its synthetic utility.

Language: Английский

Visible light photocatalytic acyldifluoroalkylation of unactivated alkenes for the direct synthesis of gem-difluorinated ketones DOI
Yulu Zhou,

Zhimin Xiong,

Jiayan Qiu

et al.

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(7), P. 1022 - 1026

Published: Jan. 1, 2019

A photoredox-catalyzed alkene acyldifluoroalkylation with difluoroacetic acids for the direct synthesis of gem-difluorinated cyclic ketones is developed.

Language: Английский

Citations

59

Visible-light induced cascade radical cyclization of sulfinic acids and o-(allyloxy)arylaldehydes towards functionalized chroman-4-ones DOI
Guanghui Li,

Qingqing Han,

Yuanyuan Sun

et al.

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 31(12), P. 3255 - 3258

Published: March 3, 2020

Language: Английский

Citations

51

Synthesis of sulfone-functionalized chroman-4-ones and chromans through visible-light-induced cascade radical cyclization under transition-metal-free conditions DOI

Yousheng Mei,

Lulu Zhao, Qi Liu

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(7), P. 2270 - 2278

Published: Jan. 1, 2020

A highly efficient and straightforward approach has been developed for the synthesis of sulfone-functionalized chroman-4-ones chromans through visible-light-induced cascade radical cyclization.

Language: Английский

Citations

51

Electrosynthesis of CF3‐Substituted Polycyclic Quinazolinones via Cascade Trifluoromethylation/Cyclization of Unactivated Alkene DOI
Lei Liu,

Wangqin Zhang,

Chao Xu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(7), P. 1319 - 1325

Published: Feb. 23, 2022

Abstract An atom and step economy cascade trifluoromethylation/cyclization of unactivated alkene with Langlois reagent as a CF 3 source is described. A variety polycyclic quinazolinones were successfully synthesized in 52–81% yields under transition metal‐ oxidant‐free conditions. The used this strategy possesses the advantages bench‐stablity, cost‐effectivity high‐efficiency. Additionally, gram‐scale reaction, broad substrate scope good functional group tolerance demonstrated synthetic usefulness protocol. magnified image

Language: Английский

Citations

36

New-generation ketoxime ester-type photoinitiator model molecules: Improving photoactivity by introducing o-allyloxy group DOI
Wen Liao,

Ming Jin

Progress in Organic Coatings, Journal Year: 2024, Volume and Issue: 189, P. 108290 - 108290

Published: Jan. 31, 2024

Language: Английский

Citations

6

Radical Reactions for the Synthesis of 3‐Substituted Chroman‐4‐ones DOI
Xiong Li, Hao Hu, Chuan‐Wan Wei

et al.

European Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 2020(11), P. 1588 - 1597

Published: Dec. 2, 2019

Radical cascade cyclizations of o ‐allyloxybenzaldehydes have emerged as a powerful strategy for the synthesis 3‐substituted chroman‐4‐ones. This minireview summarizes incorporation various functional groups into C3‐position chroman‐4‐ones by employing appropriate radical precursors through transition‐metal‐free systems, silver‐catalyzed or visible‐light‐promoted systems.

Language: Английский

Citations

52

Photoredox‐Catalyzed Oxydifluoroalkylation of Styrenes for Access to Difluorinated Ketones with DMSO as an Oxidant DOI
Lixin Li, Yan‐Na Ma, Mi Tang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(16), P. 3723 - 3728

Published: June 13, 2019

Abstract By taking advantage of dimethyl sulfoxide (DMSO) as an oxidant, the photoredox‐catalyzed alkene oxydifluoroalkylation for formal C( sp 3 )−CF 2 R and )=O formation is disclosed first time. This difunctionalization reaction employs readily available styrenes substrates bromodifluoro compounds difluoroalkylating reagents, which can afford difluorinated ketones in acceptable yields with excellent regioselectivity. Experiments indicate that fac ‐Ir(ppy) ‐catalyzed proceed smoothly under base‐free conditions presence AgTFA. magnified image

Language: Английский

Citations

45

Visible-light-promoted photocatalyst- and additive-free intermolecular trifluoromethyl-thio(seleno)cyanation of alkenes DOI
Maheshwara Reddy Nadiveedhi, C. Suresh Reddy, Srirama Murthy Akondi

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(17), P. 5589 - 5593

Published: Jan. 1, 2020

Photocatalyst- and additive-free trifluoromethyl-thio(seleno)cyanation of alkenes using visible light as the sole promoter is reported.

Language: Английский

Citations

45

Electrochemical trifluoromethylation/semipinacol rearrangement sequences of alkenyl alcohols: synthesis of β-CF3-substituted ketones DOI

Hye Im Jung,

Yubin Kim,

Dae Young Kim

et al.

Organic & Biomolecular Chemistry, Journal Year: 2019, Volume and Issue: 17(13), P. 3319 - 3323

Published: Jan. 1, 2019

Electrochemical oxidative radical trifluoromethylation/semipinacol rearrangement sequences of alkenyl alcohols were developed in this study.

Language: Английский

Citations

44

Silver-catalyzed cascade radical cyclization of 2-(allyloxy)arylaldehydes with cyclopropanols: access to chroman-4-one derivatives DOI
Jie Sheng, Jidan Liu, Liuqing Chen

et al.

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(9), P. 1471 - 1475

Published: Jan. 1, 2019

A convenient silver-catalyzed cascade radical cyclization of 2-(allyloxy)arylaldehydes with cyclopropanols was developed to synthesize carbonyl-containing alkyl-substituted chroman-4-one derivatives.

Language: Английский

Citations

43