A Facile Method for Preparation of Novel Cyclopropanespirohydantoins

Author(s): Qifeng Zhu, Zaixu Xu, Yongbing Hao, Yuling Xiao, Wenjin Xu, Xianbing Ke, Hanbing Teng, Lamei Wu, Guofu Qiu, Shucai Liang, Xianming Hu.

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 6 , 2008

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Abstract:

A facile synthetic approach to 3-substituted-5-cyclopropanespirohydantoins has been developed and used to synthesize some new spirohydantoins. The key aspect is the preparation of α-carboethoxy isocyanate basing on Curtius rearrangement, which can be ring-closed to the expected spirohydantoins after the reaction with various amines and hydrazines. Interestingly the cyclopropane ring doesnt open during the whole process.

Keywords: Spirohydantions, N, N'-asymmetric ureas, cyclization, 1-(ethoxycarbonyl)-2, dimethylcyclopropanecarboxylic acid, Curtius rearrangement, α-carboethoxy isocyanate

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Article Details

VOLUME: 5
ISSUE: 6
Year: 2008
Page: [478 - 483]
Pages: 6
DOI: 10.2174/157017808785740471
Price: $65

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