Sulfonyl Fluorides (SFs): More Than Click Reagents?

被引:129
作者
Chinthakindi, Praveen K. [1 ]
Arvidsson, Per I. [2 ,3 ,4 ]
机构
[1] Uppsala Univ, Dept Med Chem Drug Design & Discovery, Box 574, SE-75123 Uppsala, Sweden
[2] Univ KwaZulu Natal, Catalysis & Peptide Res Unit, Durban, South Africa
[3] Karolinska Inst, Sci Life Lab, Drug Discovery & Dev Platform, Stockholm, Sweden
[4] Karolinska Inst, Div Translat Med & Chem Biol, Dept Med Biochem & Biophys, Stockholm, Sweden
基金
新加坡国家研究基金会;
关键词
Sulfonyl fluoride; Orthogonal reactions; Sulfur-fluoride exchange; Click chemistry; Fluorides; Synthesis design; PERFLUOROALKYLSULFONYL PFS LINKER; SUFEX CLICK; ONE-POT; ETHENESULFONYL FLUORIDES; ARENESULFONYL FLUORIDES; EFFICIENT SYNTHESIS; CATALYZED SYNTHESIS; DUAL WARHEAD; CHEMISTRY; SITE;
D O I
10.1002/ejoc.201800464
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sulfonyl fluoride (SF) containing substances are currently attracting enormous attention among practitioners of both chemical biology and synthetic organic chemistry. The groups of Jones and Liskamp have demonstrated the potential of sulfonyl fluorides as selective covalent inhibitors in studies related to drug discovery and chemical biology, respectively, in the last few years. The Sharpless group has extended the repertoire of click-reactions to those involving sulfonyl fluorides, that is, sulfur-fluoride exchange (SuFEx), a development that quickly triggered the interest in this functional group in the community of synthetic organic chemists. In this microreview, we aim to give an account of the synthetic chemistry surrounding sulfonyl fluoride containing substances from a historical perspective to present day developments.
引用
收藏
页码:3648 / 3666
页数:19
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