Synthesis ( IF 2.2 ) Pub Date : 2018-05-30 , DOI: 10.1055/s-0037-1609857 Hideaki Wakamatsu 1 , Yuichi Yoshimura 1 , Yoshimi Sasaki 1 , Masatoshi Kawahata 2, 3 , Kentaro Yamaguchi 2
|
Abstract
Ring-closing metathesis (RCM) of ynamides, having alkene substituents of various lengths on the side chain, was demonstrated using the second-generation Grubbs catalyst. When the reaction of ene-ynamides was carried out in the presence of 5 mol% of the catalyst, RCM proceeded smoothly to give quinoline or isoquinoline derivatives having a dienamide unit in good yields. Furthermore, RCM of ene-ynamides, having one more carbon on the side chain, proceeded smoothly to provide seven-membered heterocycles having a dienamide component. Similarly, eight-membered heterocycles, diazocine and benzodiazocine, were also synthesized by RCM of ene-ynamides in good yields.
Ring-closing metathesis (RCM) of ynamides, having alkene substituents of various lengths on the side chain, was demonstrated using the second-generation Grubbs catalyst. When the reaction of ene-ynamides was carried out in the presence of 5 mol% of the catalyst, RCM proceeded smoothly to give quinoline or isoquinoline derivatives having a dienamide unit in good yields. Furthermore, RCM of ene-ynamides, having one more carbon on the side chain, proceeded smoothly to provide seven-membered heterocycles having a dienamide component. Similarly, eight-membered heterocycles, diazocine and benzodiazocine, were also synthesized by RCM of ene-ynamides in good yields.
中文翻译：
通过环-乙酰胺酰胺的复分解合成具有二烯酰胺部分的各种杂环
摘要
使用第二代Grubbs催化剂证明了在酰胺的闭环复分解（RCM）的侧链上具有各种长度的烯烃取代基。当在5mol％的催化剂存在下进行烯-酰胺的反应时，RCM顺利进行，以高收率得到具有二烯酰胺单元的喹啉或异喹啉衍生物。此外，在侧链上具有一个以上碳的烯基-酰胺的RCM平稳地进行以提供具有二烯酰胺组分的七元杂环。类似地，还通过RCM以高收率合成了八元杂环重氮辛和苯并重氮辛。
使用第二代Grubbs催化剂证明了在酰胺的闭环复分解（RCM）的侧链上具有各种长度的烯烃取代基。当在5mol％的催化剂存在下进行烯-酰胺的反应时，RCM顺利进行，以高收率得到具有二烯酰胺单元的喹啉或异喹啉衍生物。此外，在侧链上具有一个以上碳的烯基-酰胺的RCM平稳地进行以提供具有二烯酰胺组分的七元杂环。类似地，还通过RCM以高收率合成了八元杂环重氮辛和苯并重氮辛。
京公网安备 11010802027423号