Photoredox-Catalyzed Direct C(sp2)–H Difluoromethylation of Hydrazones with Difluoromethyltriphenylphosphonium Salt via Aminyl Radical/Polar Crossover DOI

Xiao‐Di Wu,

Wang Li,

Ji‐Yu Tao

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 10, 2025

This study describes an efficacious and generally applicable synthetic strategy for the incorporation of biologically physiologically prominent difluoromethyl entity into synthetically crucial hydrazone scaffolds with bench-stable easily accessible difluoromethyltriphenylphosphonium bromide. The broad substrate scope, excellent functional group compatibility, feasibility step atom economical one-pot manipulation, environmentally benign mild reaction conditions rendered this methodology efficient tool preparation pharmaceutically fluorine-containing imino compounds.

Язык: Английский

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

и другие.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Год журнала: 2022, Номер 44, С. 111 - 116

Опубликована: Дек. 2, 2022

Язык: Английский

Процитировано

80

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

Shuyue Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(13), С. 3598 - 3623

Опубликована: Янв. 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.

Язык: Английский

Процитировано

65

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

Zixian Yang,

Jin‐Tao Yu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(6), С. 1085 - 1090

Опубликована: Фев. 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

Язык: Английский

Процитировано

39

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

Xuege Yang,

Dongyin Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(10), С. 2482 - 2490

Опубликована: Янв. 1, 2023

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

Язык: Английский

Процитировано

34

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

Minglin Tao,

Feng Qin,

Kaixing Gong

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(7), С. 4199 - 4208

Опубликована: Янв. 1, 2024

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

Язык: Английский

Процитировано

15

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

Yuefeng Chen

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(22), С. 6290 - 6294

Опубликована: Янв. 1, 2022

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

Язык: Английский

Процитировано

31

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

Xiaojian Ren,

Qiang Liu, Zhixiang Wang

и другие.

Chinese Chemical Letters, Год журнала: 2022, Номер 34(1), С. 107473 - 107473

Опубликована: Апрель 30, 2022

Язык: Английский

Процитировано

30

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

Binsong Mu,

Le Zhang,

Guanghui Lv

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(15), С. 10146 - 10157

Опубликована: Июль 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.

Язык: Английский

Процитировано

30

Radical-mediated photoredox hydroarylation with thiosulfonate DOI

Xiaoyuan Wan,

Dahan Wang, Huawen Huang

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(19), С. 2767 - 2770

Опубликована: Янв. 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.

Язык: Английский

Процитировано

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

и другие.

Organic Letters, Год журнала: 2023, Номер 25(10), С. 1683 - 1688

Опубликована: Март 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.

Язык: Английский

Процитировано

23