Iodobenzene-catalyzed preparation of 3,4-dihydro-1H-2,1-benzothiazine 2,2-dioxides from 2-Aryl-N-methoxyethanesulfonamides with m-chloroperoxybenzoic acid

被引：44

作者：

Moroda, Atsushi ^{[1
]}

Togo, Hideo ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Sci, Chiba 2638522, Japan

来源：

SYNTHESIS-STUTTGART | 2008年 / 08期

关键词：

iodobenzene; catalysis; cyclizations; hypervalent iodine; sulfonamides;

D O I：

10.1055/s-2008-1042945

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodobenzene-catalyzed cyclization of 2-aryl-N-methoxyethanesulfonamides with m-chloroperoxybenzoic acid results in the corresponding 1-methoxy-3,4-dihydro-1H-2,1-benzothiazine 2,2-dioxides in moderate to good yields. In this reaction, reactive hypervalent iodine [(hydroxy)(tosyloxy)iodo] benzene, formed in situ, reacts with the 2 -aryl-N-methoxyethanesulfonamides in an electrophilic manner at the aromatic ring to give the corresponding 1-methoxy-3,4-dihydro-1H-2, 1-benzothiazine 2,2-dioxides.

引用

页码：1257 / 1261

页数：5

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