Synthesis
DOI: 10.1055/a-2446-8203
short review
SuFEx Chemistry

Applications of Sulfonyl Fluorides in Organic Transformations

Sichang Wang
a   College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China
,
Chengxiang Zhou
a   College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China
,
Yunzi Han
a   College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China
,
Miao Li
a   College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China
,
Congyu Ke
a   College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China
,
Shenlin Huang
b   Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. China
› Author Affiliations
Xi’an Science and Technology Project (2022JH-RYFW-0114), Xi’an Science and Technology Project (2023JH-GXRC-0196), Key Research and Development Project of Shaanxi Province (2022ZDLSF07-04).


Abstract

Sulfonyl fluorides, due to their balanced potential reactivity and stability as well as their compatibility with biological systems, have become important synthetic intermediates and building blocks in the fields of organic synthesis, drug discovery, and materials science. Especially after the report of sulfur(VI) fluoride exchange (SuFEx) chemistry by Sharpless and others, research on sulfonyl fluoride compounds and related compounds has increased significantly. This review summarizes application of sulfonyl fluorides in organic synthesis in the period 2014–2024, discussing different types of organic reactions, including C–X bond formation (including C–C, C–N, and C–F bond formation etc.), S–C bond formation, S–N bond formation, S–O bond formation, multicomponent ‘one-pot’ synthesis, and cyclization.

1 Introduction

2 Sulfonyl Fluorides Applied in C–X (C, N, F) Bond Formation

3 Sulfonyl Fluorides Applied in S–C Bond Formation

4 Sulfonyl Fluorides Applied in S–N Bond Formation

5 Sulfonyl Fluorides Applied in S–O Bond Formation

6 Sulfonyl Fluorides Applied in Multicomponent Reactions

7 Sulfonyl Fluorides Applied in Cyclizations

8 Conclusion and Perspective



Publication History

Received: 31 July 2024

Accepted after revision: 21 October 2024

Accepted Manuscript online:
21 October 2024

Article published online:
10 December 2024

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