Electrochemical Synthesis of Selenosulfonates from Diselenides and Sulfonyl Hydrazides DOI

Jin-Feng Lv,

Yang Deng, Xinyi Liang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 3931 - 3940

Published: March 7, 2024

The electrochemical oxidative radical–radical cross-coupling of sulfonyl hydrazides with diselenides for the synthesis selenosulfonates was successfully accomplished. method is applicable to a wide range aromatic/aliphatic and diselenides, providing products in good excellent yields. Notably, this protocol stands out its green sustainable nature, as it does not rely on transition metals oxidizing agents, starting materials are cost-effective readily available.

Language: Английский

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

Visible photons as ideal reagents for the activation of coloured organic compounds DOI Creative Commons
Lorenzo Di Terlizzi, Luca Nicchio,

Stefano Protti

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(10), P. 4926 - 4975

Published: Jan. 1, 2024

In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.

Language: Английский

Citations

10

An electrocatalytic mono-functionalization of alkenes towards alkenyl selenium sulfonates DOI

Zhiheng Zhao,

Hongyan Yan,

Lijun Gu

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

In this study, a straightforward and environmentally benign electrochemical mono-functionalization of alkenes has been established for the synthesis alkenyl selenium sulfonates using elemental as source.

Language: Английский

Citations

1

Recent advances in the dichalcogenation reactions of unsaturated compounds via double functionalization DOI
Chang‐Sheng Wang,

Yuan Xu,

Yiliang Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4972 - 5027

Published: Jan. 1, 2023

This review comprehensively summarizes the dichalcogenative functionalization of unsaturated compounds over past decade. The scopes, limitations and detailed reaction mechanisms are also discussed.

Language: Английский

Citations

20

Accessing 3,4-Dihydroquinolinone from N-Arylacrylamides via Tetralone-Mediated Energy Transfer and 1,3-Hydrogen Shift DOI

Yongbo Tan,

Jing Zhao, Guo‐Jun Deng

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(12), P. 2398 - 2402

Published: March 18, 2024

Herein, we introduce a tetralone-mediated photocyclization method of N-arylacrylamides. The protocol proceeds smoothly to deliver diverse set 3,4-dihydroquinolinones in moderate good yields with excellent functional group compatibility and readily allows for late-stage modifications number complex drug molecules. Mechanistic studies reveal that the present systems ultraviolet light irradiation enable cyclization via energy transfer exclusive 1,3-hydrogen shift.

Language: Английский

Citations

6

EDA Complex-Enabled Annulation to Access CF2-Containing Tetralones and Quinazolinones Using Persulfates as Electron Donors DOI
Shupeng Zhang, Dawei Guo,

Mei-Ling Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10614 - 10623

Published: July 25, 2024

A photocatalyst-free and EDA complex-enabled radical cascade cyclization reaction of inactive alkenes with bromodifluoroacetamides was reported for the divergent synthesis fluorine-containing tetralones quinazolinones. In this transformation, persulfates as electron donors difluoro bromamide acceptors generate complex. This is a promising photochemical method advantages such mild conditions, simple operation, being metal-free, excellent functional group tolerance.

Language: Английский

Citations

6

Electrochemical or Photoelectrochemical Alkenylpolyfluoroalkylation of 3-Aza-1,5-dienes: Regioselective Entry to Polyfluoroalkylated 4-Pyrrolin-2-ones DOI
Xi Hu,

Minglin Tao,

Kaixing Gong

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(18), P. 12935 - 12948

Published: Sept. 6, 2023

An electrochemical or photoelectrochemical regioselective polyfluoroalkylation/cyclization cascade of 3-aza-1,5-dienes with sodium fluoroalkanesulfinates is presented. This protocol proceeds a broad substrate scope and good functional group tolerance under mild, oxidant-free, transition-metal-free, electrolyte-free conditions to provide 3-polyfluoroalkylated 4-pyrrolin-2-ones in one step from readily available N-vinylacrylamides, it scalable the Gram scale.

Language: Английский

Citations

15

Radical cascade silylation/cyclization of 1,7-dienes to access silyl-substituted benzo[b]azepin-2-ones DOI
Zhen Zhang,

Lichao Lu,

Guiling Li

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(31), P. 4206 - 4209

Published: Jan. 1, 2024

A silyl radical-induced cascade silylation/cyclization of 1,7-dienes to construct valuable Si-containing benzo[ b ]azepin-2-ones is presented.

Language: Английский

Citations

5

Regioselective synthesis of N-containing polycyclic compounds via radical annulation cyclization of 1,7-dienes with aldehydes DOI

Jia-Li Sui,

Long‐Jin Zhong, Biquan Xiong

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(36), P. 4834 - 4837

Published: Jan. 1, 2024

A convenient method for oxidant-promoted radical cascade acylation or decarbonylative alkylation of 1,7-dienes with aldehydes the construction tetracyclic N-containing skeletons has been established.

Language: Английский

Citations

5

NHC-Catalyzed Regioselective Intramolecular Radical Cyclization Reaction for the Synthesis of Benzazepine Derivatives DOI
Nengneng Zhou,

Fangli Zhao,

Lei Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(32), P. 6072 - 6076

Published: Aug. 8, 2023

A novel and efficient strategy for the synthesis of a series structurally interesting benzazepine derivatives via an N-heterocyclic carbene-catalyzed regioselective intramolecular radical cyclization has been developed. This protocol features good regioselectivity, functional-group compatibility, wide substrate scope, providing transition-metal- oxidant-free pathway to access seven-membered rings under mild reaction conditions. Additionally, further transformation benzazepines large-scale experiment were also conducted.

Language: Английский

Citations

11