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
收藏
页码：1257 / 1261
页数：5
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