Chinese Journal of Organic Chemistry >
Synthesis of Azaspiro[3.4]octanes via [3+2] Cycloaddition
Received date: 2014-07-01
Revised date: 2014-09-19
Online published: 2014-09-25
Supported by
Project supported by the Specialized Research Fund for the Doctoral Program of Higher Education of China (No. 20130071110071), the Shanghai Municipal Natural Science Foundation (No. 12ZR1403300), the Shanghai Municipal Science & Technology Pillar Program for Bio-pharmaceuticals (No. 13431900102).
Piperazine and morpholine are common modules in drugs. Design and synthesis of their surrogates may help to explore the chemical and patent space in medicinal chemistry. In this article, through [3+2] cycloaddition, the improved synthesis of 6-benzyl-2,6-diazaspiro[3.4]octane oxalate and 2-oxa-6-azaspiro[3.4]octane as substitutes of piperazine and morpholine was provided, respectively. Multi-gram quantities of the compounds could be easily obtained in relatively high yields.
Wang Wen , Lu Xiuhong , Dong Xiaochun , Zhao Weili . Synthesis of Azaspiro[3.4]octanes via [3+2] Cycloaddition[J]. Chinese Journal of Organic Chemistry, 2015 , 35(1) : 137 -143 . DOI: 10.6023/cjoc201407002
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