Synthesis of Sulfonamides and 1,3-oxazine-2,4-diones from arylsulfonyl isocyanates and diketene

被引：10

作者：

Alizadeh, Abdolali ^{[1
]}

Zohreh, Nasrin ^{[1
]}

Zhu, Long-Guan ^{[2
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran 18716, Iran

[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2008年 / 13期

关键词：

arylsulfonyl isocyanate; catalytic reaction; diketene; N-heteroaromatic compounds; sulfonamides; zwitterions;

D O I：

10.1055/s-2008-1067115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective route to functionalized N'-[(2,6-dimethyl4-oxo-4H-pyran-3-yl)carbonyl]-1-arylsulfonamide and 3-(arylsulfonyl)- 6-methyl-2H-1,3-oxazine-2,4(3 H)-d ione derivatives is described. This involves the reaction of arylsulfonyl isocyanates and diketene in the presence of N-heteroaromatic compounds such as 1,3,5-triazine, 1-methyl-1H-imidazole, or pyridine as catalyst. The reactive 1: 1 zwitterions obtained from the addition of N-heteroaromatic compound to arylsulfonyl isocyanates were trapped by diketene to produce functionalized sulfonamide and 1,3-oxazine-2,4(3H)-dione derivatives.

引用

页码：2073 / 2076

页数：4

共 67 条

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