Photo-organocatalytic Synthesis of β-Keto Sulfonyl Fluorides via Radical Fluorosulfonylation of Vinyl Acetates DOI
Peng Wang, Shaojie Li, Saihu Liao

et al.

Synlett, Journal Year: 2022, Volume and Issue: 34(05), P. 471 - 476

Published: Sept. 9, 2022

Abstract A metal-free synthesis of useful β-keto sulfonyl fluorides has been established via radical fluorosulfonylation ketone-derived vinyl acetates under photoredox organocatalysis by using 1-fluorosulfonyl benzoimidazolium (FABI) as the fluorosulfonyl source and oxygen-doped anthanthrene (ODA) photocatalyst. series aryl alkyl well cyclic analogues can be readily obtained in moderate to high yields from widely available ketone starting materials.

Language: Английский

Radical Ring-Opening Fluorosulfonylation of Methylenecyclobutanols via Electron Donor–Acceptor Photoactivation DOI
Tianyu He,

Chaoqiang Liang,

Ping Jiang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(26), P. 5577 - 5581

Published: June 24, 2024

A visible-light-mediated catalyst- and additive-free method for radical ring-opening fluorosulfonylation of methylenecyclobutanols is reported. Sulfuryl chlorofluoride acts as a FSO

Language: Английский

Citations

3

[3 + 2] cycloaddition for the assembly of indolizine-based heterocyclic sulfonyl fluorides DOI
Huan Xiong, Jianping Wu, Hua‐Li Qin

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 10(2), P. 342 - 347

Published: Nov. 22, 2022

A method for the construction of indolizine-based heterocyclic sulfonyl fluorides was developed, featuring mild conditions, high efficiency and broad substrate scope.

Language: Английский

Citations

13

Electrochemical oxythiocyanation of ortho-olefinic amides: Access to diverse thiocyanated benzoxazines DOI
Shencheng Qian,

Pengcheng Xu,

Yu Zheng

et al.

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 116, P. 154341 - 154341

Published: Jan. 2, 2023

Language: Английский

Citations

7

Amidation of β‐Keto Sulfonyl Fluorides via C–C Bond Cleavage DOI

Hui Liang,

Qian Liu,

Xueyan Zhao

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(27)

Published: May 22, 2024

Abstract A simple protocol for amide bond construction using β‐keto sulfonyl fluorides (BKSFs) as the acyl surrogates has been achieved. The reaction of BKSFs with a range amines could be performed in presence N ‐bromosuccinimide (NBS), affording various amides diverse functionalities. Preliminary mechanistic studies revealed that dibromo‐substituted key intermediate this amidation process.

Language: Английский

Citations

2

Photo-organocatalytic Synthesis of β-Keto Sulfonyl Fluorides via Radical Fluorosulfonylation of Vinyl Acetates DOI
Peng Wang, Shaojie Li, Saihu Liao

et al.

Synlett, Journal Year: 2022, Volume and Issue: 34(05), P. 471 - 476

Published: Sept. 9, 2022

Abstract A metal-free synthesis of useful β-keto sulfonyl fluorides has been established via radical fluorosulfonylation ketone-derived vinyl acetates under photoredox organocatalysis by using 1-fluorosulfonyl benzoimidazolium (FABI) as the fluorosulfonyl source and oxygen-doped anthanthrene (ODA) photocatalyst. series aryl alkyl well cyclic analogues can be readily obtained in moderate to high yields from widely available ketone starting materials.

Language: Английский

Citations

11