Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO2 Surrogate DABSO and Selectfluor

被引:155
作者
Tribby, Ariana L. [1 ]
Rodriguez, Ismerai [1 ]
Shariffudin, Shamira [2 ]
Ball, Nicholas D. [1 ]
机构
[1] Pomona Coll, Dept Chem, 645 North Coll Ave, Claremont, CA 91711 USA
[2] Amherst Coll, Dept Chem, AC 2243, Amherst, MA 01002 USA
关键词
CLICK CHEMISTRY; SULFUR-DIOXIDE; SULFONAMIDES; HALIDES; PROBES; AGENTS; SUFEX; THIOSULFONATES; DISULFIDES; ANTICANCER;
D O I
10.1021/acs.joc.7b00051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot Pd-catalyzed conversion of aryl iodide to aryl sulfonyl fluorides using DABSO and Selectfluor has been developed generating aryl sulfonyl fluorides in good to excellent yields. The reaction results in the generation of electronically and sterically diverse sulfonyl fluorides. Additionally, sulfonyl fluorides can be converted to aryl sulfonamides and sulfonic esters using Cs2CO3 under mild conditions.
引用
收藏
页码:2294 / 2299
页数:6
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