通过烯酰胺的区域选择性碘环化反应可控合成1,3,5-恶二嗪-2-酮和恶唑酮。
Controlled Synthesis of 1,3,5-Oxadiazin-2-ones and Oxazolones through Regioselective Iodocyclization of Ynamides.
作者信息
Huang Hai, Zhu Xiaolin, He Guangke, Liu Qi, Fan Junzhen, Zhu Hongjun
机构信息
Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, P. R. China.
出版信息
Org Lett. 2015 May 15;17(10):2510-3. doi: 10.1021/acs.orglett.5b01045. Epub 2015 May 6.
Two efficient processes based on the iodocyclization of ynamides have been developed: (i) N-alkynyl tert-butyloxycarbamates were found to undergo a rare 6-exo-dig ring closure reaction affording 1,3,5-oxadiazin-2-ones by using acetonitrile as solvent; (ii) In the absence of acetonitrile, N-alkynyl tert-butyloxycarbamates could undergo 5-endo-dig cyclization providing oxazolones.
基于炔酰胺碘环化反应开发了两种高效方法
（i）发现N-炔基叔丁氧羰基氨基甲酸酯通过使用乙腈作为溶剂进行罕见的6-外向-双环闭环反应，生成1,3,5-恶二嗪-2-酮；（ii）在没有乙腈的情况下，N-炔基叔丁氧羰基氨基甲酸酯可进行5-内向-双环环化反应生成恶唑酮。
Zotero 插件