Synthesis of 3-amino-1,2,4-benzothiadiazine 1,1-dioxides via a tandem Aza-wittig/heterocumulene annulation

被引：30

作者：

Blackburn, C ^{[1
]}

Achab, A ^{[1
]}

Elder, A ^{[1
]}

Ghosh, S ^{[1
]}

Guo, JP ^{[1
]}

Harriman, G ^{[1
]}

Jones, M ^{[1
]}

机构：

[1] Millennium Pharmaceut, Dept Med Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 24期

关键词：

D O I：

10.1021/jo051843h

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Reaction of o-azidobenzenesulfonamides with polymer-supported triphenylphosphine affords the corresponding iminophosphoranes. Subsequent reaction with isocyanates gives 3-amino-1,2,4-benzothiadiazine 1,1-dioxides in high yields and purities. The reaction has been successfully applied to the synthesis of derivatives with various substituents at the 2- and 3-positions and in the benzenoid ring.

引用

页码：10206 / 10209

页数：4

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