Progress in Synthesis of Sulfonyl Fluoride DOI

国聪 张

Journal of Organic Chemistry Research, Journal Year: 2023, Volume and Issue: 11(04), P. 268 - 284

Published: Jan. 1, 2023

Language: Английский

Three-Component Reaction of Cyclopropanols, DABSO, and N-(Sulfonyl)acrylamides: Preparation of Sulfone-Bridged 1,7-Dicarbonyl Compounds DOI
Fei Chen, Li Xiao,

Ke-Ying Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(34), P. 7170 - 7175

Published: Aug. 19, 2024

A cascade reaction of cyclopropyl alcohols, DABSO (1,4-diazoniabicyclo[2.2.2]octane-1,4-disulfinate), and N-(sulfonyl)acrylamides has been developed. This tandem process went through a cyclopropanol ring opening Michael addition sequence. The γ-keto sulfinate generated from the between serves as nucleophilic reagent, N-(sulfonyl)acrylamide is used acceptor. By utilizing this strategy, multitudinous sulfone-bridged 1,7-dicarbonyl compounds that contain both β-sulfonyl amide unit sulfone skeleton were conveniently synthesized.

Language: Английский

Citations

3
Recent progress in sulfonyl fluoride synthesis via the radical sulfur dioxide insertion and fluorination strategy DOI

Haozhen Zhang,

Wangchuan Xiao,

Fanhong Wu

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 8, 2024

Language: Английский

Citations

3
DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes DOI

Lu-Cai Ding,

Gui-Hong Yang,

Li Luo

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Language: Английский

Citations

2
Construction of C−S and C−Se Bonds from Unstrained Ketone Precursors under Photoredox Catalysis DOI
Hao Wu, Shuguang Chen,

Chunni Liu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(8)

Published: Jan. 5, 2024

Abstract A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S N 2 or coupling reactions provides novel convenient modular strategies toward unsymmetrical symmetric disulfides. Reactivity studies favor a bromine radical that initiates HAT (Hydrogen Atom Transfer) the aminal intermediate resulting in expulsion C‐centered intercepted to make C−S C−Se bonds. Gram scale reactions, broad substrate scope tolerance towards various functional groups render method appealing for future applications synthesis organosulfur selenium complexes.

Language: Английский

Citations

1
Nickel-Catalyzed Direct Fluorosulfonylation of Vinyl Bromides and Benzyl Bromides for Sulfonyl Fluorides DOI
Jianquan Hong, Xiaoyu Wang, Kui Zhao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9967 - 9972

Published: Nov. 8, 2024

An efficient nickel-catalyzed direct fluorosulfonylation of vinyl bromides and benzyl under mild reaction conditions has been developed for sulfonyl fluorides utilizing Na

Language: Английский

Citations

1
Copper-Catalyzed Oxyfluorosulfonylation of β,γ-Unsaturated Oximes with Sulfur Dioxide and Selectfluor for Isoxazoline-Functionalized Aliphatic Sulfonyl Fluorides DOI

Huijie Du,

Qi Lin,

Zhi-Min Yan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

In this report, we describe a copper-catalyzed cascade reaction involving oxygen radical-induced cyclization/SO

Language: Английский

Citations

0
Progress in Synthesis of Sulfonyl Fluoride DOI

国聪 张

Journal of Organic Chemistry Research, Journal Year: 2023, Volume and Issue: 11(04), P. 268 - 284

Published: Jan. 1, 2023

Language: Английский

Citations

0