Novel synthesis of highly functionalized pyrazolines and pyrazoles by triphenylphosphine-mediated reaction of dialkyl azodicarboxylate with allenic esters

被引：122

作者：

Nair, Vijay ^{[1
]}

Biju, A. T.

Mohanan, Kishor

Suresh, Eringathodi

机构：

[1] CSIR, Reg Res Lab, Organ Chem Sect, Trivandrum 695019, Kerala, India

[2] CSIR, Cent Salt & Marine Chem Res Inst, Bhavnagar 364002, Gujarat, India

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 11期

关键词：

D O I：

10.1021/ol0604623

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of the Huisgen zwitterion, derived from triphenylphosphine and dialkyl azodicarboxylate, with allenic esters affords highly functionalized pyrazolines and pyrazoles. The crystal structure of pyrazoline derivative 7a showed extensive C-H center dot center dot center dot O interactions. Pyrazole formation proceeds via a novel nitrogen to carbon migration of the carboalkoxy group.

引用

页码：2213 / 2216

页数：4

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