Lewis Acid-Catalyzed Sulfur Fluoride Exchange

被引:2
作者
Yassa, Theodore D. [1 ]
Fang, Yuxin [1 ]
Ravelo, Lana K. [1 ]
Anand, Sanah [1 ]
Arora, Saira [1 ]
Ball, Nicholas D. [1 ]
机构
[1] Pomona Coll, Dept Chem, Claremont, CA 91711 USA
基金
美国国家卫生研究院;
关键词
SULFONYL FLUORIDES; SUFEX; SULFONAMIDES;
D O I
10.1021/acs.orglett.4c03726
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method uses metal Lewis acids as catalysts to convert sulfonyl fluorides, fluorosulfates, and sulfamoyl fluorides with silyl amines into S-N bond-containing compounds via sulfur fluoride exchange. The reaction successfully employs Ca(NTf2)2 as a catalyst to form sulfonamides, sulfamates, and sulfamides using in situ-generated or commercially available silyl amines in 35-99% yields. Other metal Lewis acids are also demonstrated to be catalysts in SuFEx, forming sulfonamides and sulfamates in yields comparable to those of Ca(NTf2)2.
引用
收藏
页码:9897 / 9902
页数:6
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