Visible-Light-Promoted bis(Difluoromethylation)/Cyclization of 2-Vinyloxy Arylalkynes to Prepare Benzofuran Derivatives DOI
Huan Wang, Yao Huang,

Qiaoyan Wu

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(19), P. 13288 - 13299

Published: Sept. 27, 2022

A visible-light-promoted difluoromethylation/cyclization of 2-vinyloxy arylalkynes was developed, providing a variety bis(difluoromethyl)-substituted benzofurans in moderate to good yields. plausible mechanism involving difluoromethyl radical cascade cyclization and solvent-promoted ionic addition proposed. This protocol has the advantages having mild reaction conditions, simple operation, functional group tolerance.

Language: Английский

Visible light-induced Z-scheme V2O5/g-C3N4 heterojunction catalyzed cascade reaction of unactivated alkenes DOI
Qingwen Gui, Fan Teng, Peng Yu

et al.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2022, Volume and Issue: 44, P. 111 - 116

Published: Dec. 2, 2022

Language: Английский

Citations

81

State of knowledge in photoredox-catalysed direct difluoromethylation DOI
Jiaxu Feng, Xiaodong Jia,

Shuyue Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(13), P. 3598 - 3623

Published: Jan. 1, 2022

The combination of visible light photoredox catalysis with direct difluoromethylation has allowed the synthesis a large choice CF 2 H-containing value-added molecules under very mild reaction conditions.

Language: Английский

Citations

65

Electrophotocatalytic tri- or difluoromethylative cyclization of alkenes DOI
Danna Chen,

Xuege Yang,

Dongyin Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(10), P. 2482 - 2490

Published: Jan. 1, 2023

Photoelectrocatalysis is mild yet potent and this work unlocks the potential of unactivated alkenes for oxidant-free oxidative cyclization alkenes.

Language: Английский

Citations

34

Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates DOI

Minglin Tao,

Feng Qin,

Kaixing Gong

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(7), P. 4199 - 4208

Published: Jan. 1, 2024

A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.

Language: Английский

Citations

15

Radical Polychloromethylation/Cyclization of Unactivated Alkenes: Access to Polychloromethyl‐Substituted Ring‐Fused Quinazolinones DOI
Han Liu,

Zixian Yang,

Jin‐Tao Yu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(6), P. 1085 - 1090

Published: Feb. 10, 2022

Abstract A radical di‐ and trichloromethylation/cyclization of unactivated alkenes was developed with commercially available dichloromethane chloroform as di‐and trichloromethyl sources under metal‐free conditions. Variously substituted trichloromethylated pyrrolo‐ piperidino‐quinazolinones were obtained in 47–94% yields. Additionally, dibromomethylation/cyclization also achieved standard conditions when CH 2 Br utilized. Moreover, the dichloromethylated product can be transformed into 1′ H ‐spiro[cyclopropane‐1,3′‐pyrrolo[2,1‐ b ]quinazolin]‐9′(2′ )‐one after treating by KOH. magnified image

Language: Английский

Citations

39

Access to Phosphine-Containing Quinazolinones Enabled by Photo-Induced Radical Phosphorylation/Cyclization of Unactivated Alkenes DOI

Binsong Mu,

Le Zhang,

Guanghui Lv

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(15), P. 10146 - 10157

Published: July 13, 2022

A mild and facile photo-induced cascade radical addition/cyclization of unactivated alkenes has been reported, through which a variety biologically valuable phosphine-containing quinazolinones could be obtained in moderate to good yields. The protocol was characterized by conditions, broad substrate scope, high atomic economy.

Language: Английский

Citations

31

Organic photoredox catalytic radical sulfonamidation/cyclization of unactivated alkenes towards polycyclic quinazolinones DOI
Changduo Pan, Dongdong Chen,

Yuefeng Chen

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(22), P. 6290 - 6294

Published: Jan. 1, 2022

The synthesis of sulfonamidylated polycyclic quinazolinones was developed via visible-light-induced radical sulfonamidation/cyclization unactivated alkenes using 4CzIPN as the photocatalyst.

Language: Английский

Citations

31

Visible-light-induced direct hydrodifluoromethylation of alkenes with difluoromethyltriphenylphosphonium iodide salt DOI Open Access

Xiaojian Ren,

Qiang Liu, Zhixiang Wang

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(1), P. 107473 - 107473

Published: April 30, 2022

Language: Английский

Citations

30

Radical-mediated photoredox hydroarylation with thiosulfonate DOI

Xiaoyuan Wan,

Dahan Wang, Huawen Huang

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(19), P. 2767 - 2770

Published: Jan. 1, 2023

Radical-mediated photoredox hydroarylation reaction of unactivated alkenes using thiosulfonate compounds as key radical precursors to synthesize pyridyquinazolinone and pyrroloquinazolinone derivatives is described.

Language: Английский

Citations

23

Metal-Free Photoinduced Hydrocyclization of Unactivated Alkenes toward Ring-Fused Quinazolin-4(3H)-ones via Intermolecular Hydrogen Atom Transfer DOI

Zixian Yang,

Xian Wu,

Jie Zhang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(10), P. 1683 - 1688

Published: March 8, 2023

A visible-light-induced hydrocyclization of unactivated alkenes was developed using 3CzClIPN as the photocatalyst to generate substituted α-methyldeoxyvasicinones and α-methylmackinazolinones in moderate good yields. An intermolecular hydrogen atom transfer with THF source involved. Mechanism studies indicated that intramolecular addition situ formed aminal radical alkene generated polycyclic quinazolinone.

Language: Английский

Citations

23