通过 2-乙烯基氮杂环丁烷与缺电子异氰酸酯的[6 + 2]环加成反应选择性合成八元环脲。
Selective synthesis of eight-membered cyclic ureas by the [6 + 2] cycloaddition reaction of 2-vinylazetidines and electron-deficient isocyanates.
机构信息
Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo, Japan 162-8601.
出版信息
Org Lett. 2009 Dec 3;11(23):5438-41. doi: 10.1021/ol902299p.
PMID:19904923
Abstract
The [6 + 2] cycloaddition reaction of 2-vinylazetidines with electron-deficient isocyanates such as tosyl isocyanate proceeded smoothly in the absence of the catalyst at room temperature, and various cyclic ureas were isolated in good to high yields. Electron-deficient allenes also reacted with the 2-vinylazetidine, and the corresponding azocine derivatives were isolated.
摘要
[6 + 2]环加成反应在没有催化剂的情况下，室温下，2-乙烯基氮杂环丁烷与缺电子异氰酸酯（如对甲苯磺酰异氰酸酯）顺利进行，各种环状脲被分离出来，产率良好到高产率。缺电子烯丙基也与 2-乙烯基氮杂环丁烷反应，得到相应的氮杂环庚烷衍生物。
Zotero 插件