Photoredox-Catalyzed Three-Component Construction of Aryl Sulfonyl Fluoride Using KHF2: Late-Stage Drug Fluorosulfonylation DOI

Hanhan Sun,

Meng Wenjun,

Xiaoxu Ma

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16594 - 16599

Опубликована: Ноя. 1, 2024

Aryl sulfonyl fluorides are prominently featured in organic synthesis and medicinal chemistry. Herein, a metal-free photoredox-catalyzed three-component assembly of aryl fluoride via ammonium salt intermediate has been reported. A variety structurally diverse were synthesized rapidly from dibenzothiophenium (DBT) salts under mild conditions by using KHF2 as the fluorine source. Notably, this methodology can be employed an efficient sustainable approach for late-stage drug fluorosulfonylation. Good yields broad functionality tolerance features methodology. Moreover, derivatization molecules was also demonstrated to showcase its synthetic utility.

Язык: Английский

Recent advances in photochemical and electrochemical strategies for the synthesis of sulfonyl fluorides DOI
Yu Zheng, Wenguang Lu,

Tianting Ma

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(1), С. 217 - 235

Опубликована: Ноя. 14, 2023

This review summarizes the latest achievements in photochemical and electrochemical strategies for synthesis of sulfonyl fluorides focuses on novel features proposed mechanisms.

Язык: Английский

Процитировано

19

Organohypervalent heterocycles DOI
Ravi Kumar, Toshifumi Dohi, Viktor V. Zhdankin

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(9), С. 4786 - 4827

Опубликована: Янв. 1, 2024

This review summarizes structural and synthetic aspects of heterocyclic molecules incorporating an atom a hypervalent main-group element. The higher thermal stability heterocycles, as compared to their acyclic analogs, adds special feature chemistry.

Язык: Английский

Процитировано

8

Aliphatic Sulfonyl Fluoride Synthesis via Decarboxylative Fluorosulfonylation of Hypervalent Iodine(III) Carboxylates DOI

Caiyun Ou,

Yinxia Cai,

Yuyang Ma

и другие.

Organic Letters, Год журнала: 2023, Номер 25(36), С. 6751 - 6756

Опубликована: Сен. 1, 2023

We disclose herein a photocatalytic decarboxylative fluorosulfonylation reaction of various hypervalent iodine(III) carboxylates in combination with 1,4-diazabicyclo[2.2.2]octane–bis(sulfur dioxide) adduct as sulfonyl source and KHF2 desirable fluorine via radical sulfur dioxide insertion fluorination strategy. A one-pot carboxylic acids mediated by PhI(OAc)2 was realized, well. Notably, this transformation can be performed under heating conditions without the need for catalysts.

Язык: Английский

Процитировано

15

Aryl sulfonyl fluoride synthesis via organophotocatalytic fluorosulfonylation of diaryliodonium salts DOI

Yuyang Ma,

Qijun Pan,

Caiyun Ou

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(37), С. 7597 - 7601

Опубликована: Янв. 1, 2023

An efficient metal-free visible-light-mediated protocol for the synthesis of various aryl sulfonyl fluorides from diaryliodonium salts via a radical sulfur dioxide insertion and fluorination strategy was developed.

Язык: Английский

Процитировано

7

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

Haozhen Zhang,

Wangchuan Xiao,

Fanhong Wu

и другие.

Science China Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 8, 2024

Язык: Английский

Процитировано

2

Photoredox-Catalyzed Three-Component Construction of Aryl Sulfonyl Fluoride Using KHF2: Late-Stage Drug Fluorosulfonylation DOI

Hanhan Sun,

Meng Wenjun,

Xiaoxu Ma

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16594 - 16599

Опубликована: Ноя. 1, 2024

Aryl sulfonyl fluorides are prominently featured in organic synthesis and medicinal chemistry. Herein, a metal-free photoredox-catalyzed three-component assembly of aryl fluoride via ammonium salt intermediate has been reported. A variety structurally diverse were synthesized rapidly from dibenzothiophenium (DBT) salts under mild conditions by using KHF2 as the fluorine source. Notably, this methodology can be employed an efficient sustainable approach for late-stage drug fluorosulfonylation. Good yields broad functionality tolerance features methodology. Moreover, derivatization molecules was also demonstrated to showcase its synthetic utility.

Язык: Английский

Процитировано

0