Cu-Catalyzed Couplings of Aryl Iodonium Salts with Sodium Trifluoromethanesulfinate

被引：63

作者：

Cullen, Steven C. ^{[1
]}

Shekhar, Shashank ^{[1
]}

Nere, Nandkishor K. ^{[1
]}

机构：

[1] AbbVie, Proc Res & Dev, N Chicago, IL 60064 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 23期

关键词：

UNSYMMETRICAL DIARYL SULFONES; SULFINIC ACID SALTS; METAL-FREE SYNTHESIS; DIARYLIODONIUM SALTS; ARYLSULFONYL CHLORIDES; HYPERVALENT IODINE; BORONIC ACIDS; N-ARYLATION; COPPER; PALLADIUM;

D O I：

10.1021/jo401868x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient method for the preparation of aryl trifluoromethylsulfones from the reactions of diaryliodonium salts with sodium trifluoromethanesulfinate in the presence of copper catalysts is described. Cuprous oxide in DMF was found to be the optimal catalyst for the reaction. The reaction conditions are tolerant of various functional groups as well as of various counteranions of the iodonium salt. The synthetic utility of the process is demonstrated by performing the reaction on a preparative scale (88 g).

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页码：12194 / 12201

页数：8

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