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Synthesis of 1-Azaazulenes Using Ring-Opening Cyclization of Spirocyclopropane with Amine
Heterocycles ( IF 0.6 ) Pub Date : 2021-01-25 , DOI: 10.3987/com-20-s(k)67
Hisanori Nambu , Yuta Onuki , Koga Yamazaki , Takayuki Yakura

Synthesis of 1-azaazulenes using ring-opening cyclization of spirocyclopropane with a primary amine was accomplished. The reaction of cycloheptane-1,3-dione-2-spirocyclopropane with 2,4-dimethoxybenzylamine in refluxing acetonitrile resulted in a 94% yield of 1,2,3,6,7,8- hexahydrocyclohepta[b]pyrrol-4(5H)-one. The obtained product was successfully converted into 1-azaazulenes by deprotecting the amino-protecting group followed by oxidation.

中文翻译:

螺旋环丙烷与胺的开环环化反应合成1-氮杂氮烯

使用螺环丙烷与伯胺的开环环化反应完成了1-氮杂氮烯酮的合成。环庚烷-1,3-二酮-2-螺环丙烷与2,4-二甲氧基苄胺在回流的乙腈中反应,得到1,2,3,6,7,8-六氢环庚[ b ]吡咯-4(94%)的收率5 H )-一。通过将氨基保护基脱保护然后氧化,将获得的产物成功地转化为1-氮杂氮烯。 
更新日期:2021-02-25
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