Synthesis and applications of thiosulfonates and selenosulfonates as free-radical reagents

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(4), P. 107736 - 107736

Published: Aug. 11, 2022

Language: Английский

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K₂S₂O₈/I₂-Promoted Electrophilic Selenylative Cyclization To Access Seleno-Benzo[b]azepines

Organic Letters, Journal Year: 2022, Volume and Issue: 24(12), P. 2288 - 2293

Published: March 23, 2022

A novel and simple organoselenium-involved 7-membered cyclization to access diverse seleno-benzo[b]azepines has been developed. This protocol involves an electrophilic process is accomplished under mild conditions. Discussion of the mechanism rationalizes regioselectivity observed in transformation. The studies further transformation large-scale experiment reveal promising utility this methodology.

Language: Английский

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Electrochemical radical annulation of 2-alkynyl biaryls with diselenides under catalyst- and chemical oxidant-free conditions

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108699 - 108699

Published: June 17, 2023

Language: Английский

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Trifluoromethoxylation/trifluoromethylthiolation/trifluoro- methylselenolation strategy for the construction of heterocycles

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(5), P. 108045 - 108045

Published: Dec. 8, 2022

Language: Английский

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Selectfluor-Mediated Electrophilic Annulation of 2-Alkynyl Biaryls with Diorganyl Diselenides

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(24), P. 16790 - 16796

Published: Nov. 28, 2023

A general and efficient method for the synthesis of various selanyl phenanthrenes/polycyclic heteroaromatics through electrophilic annulation 2-alkynyl biaryls with diorganyl diselenides under metal-free mild conditions was established. The sulfanyl phenanthrene also obtained in moderate yields.

Language: Английский

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Electrophotocatalysis Versus Indirect Electrolysis: Electrochemical Selenocyclization of 3‐Aza‐1,5‐dienes Facilitated by Energy Transfer, Direct Photolysis or N‐Hydroxyphthalimide

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(36)

Published: April 23, 2024

Three hybrid electrochemical protocols, which involve the energy transfer, direct photolysis and N-hydroxyphthalimide catalyst, respectively, are presented for selenylation/cyclization of fragile substrates 3-aza-1,5-dienes with diorganyl diselenides to afford 3-selenomethyl-4-pyrrolin-2-ones. The two electrophotocatalytic reactions indirect electrolysis one both regioselective external-oxidant- transition-metal-free, associated a broad substrate scope high Se-economy, all three methods amenable gram-scale syntheses, late-stage functionalizations, sunlight-induced experiments all-solar-driven syntheses.

Language: Английский

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N-Fluorobenzenesulfonimide-Mediated Intermolecular Carboselenenylation of Olefins with Aromatics and Diselenides

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(21), P. 14609 - 14622

Published: Oct. 25, 2022

Intermolecular carboselenenylation of easily accessible alkenes by utilizing diselenides and N-fluorobenzenesulfonimide (NFSI) under metal-free mild conditions is reported. Preliminary mechanistic studies indicate that the oxidation diselenide NFSI through a single-electron-transfer process produces an active selenenyl cationic radical species initiates intermolecular olefins, forming key Se-C C-C bonds. Under optimized conditions, broad spectrum functionally structurally diverse selenoether derivatives with promising yields accessed very high functional group tolerance.

Language: Английский

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Regioselective C⁶–H Hydroxyalkylation of Purines and Purine Nucleosides via α-C–H Functionalization of Alcohols at Room Temperature

Organic Letters, Journal Year: 2022, Volume and Issue: 24(27), P. 4886 - 4891

Published: July 1, 2022

The highly regioselective C6–H hydroxylalkylation of purines and purine nucleosides within 10 min via the α-C(sp3)–H functionalization alcohols at room temperature is reported here for first time. reaction tolerated various functional groups, which have potential further modification to afford other valuable molecules. method avoids metal catalysts, light, protecting giving a direct strategy access 6-substitued alkylated with pharmaceutical bioactivities.

Language: Английский

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Visible-light-induced cyclization of cyclic N-sulfonyl ketimines to N-sulfonamide fused imidazolidines

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(18), P. 3798 - 3802

Published: Jan. 1, 2022

A visible-light-induced metal-free cascade cyclization of cyclic N-sulfonyl ketimines with N-arylglycines for the construction N-sulfonamide-fused imidazolidines was developed. The procedure employed 3 mol% eosin Y as photocatalyst at room temperature under visible light irradiation, providing various in good yields (32 examples, up to 86% yields).

Language: Английский

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Visible-light-mediated selenocyclization of o-vinylanilides with diselenides

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A visible-light-induced selenocyclization of o -vinylanilides with diselenides using molecular oxygen as a terminal oxidant has been developed.

Language: Английский

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