摘要
报道了无金属催化4-硅氧基-3,5-二烯炔酰胺的分子内[4+2]环化反应合成四氢吲哚衍生物的方法.在催化量三乙胺存在下,通过炔酰胺与硅氧基二烯的分子内Diels-Alder反应,可方便得到六元环环化产物.该反应条件温和、无需过渡金属催化剂、底物普适性广,为含有4-羟基氢化吲哚骨架的天然产物和活性分子的合成提供了一条简洁和高效的途径.
A metal-free reaction of 4-siloxy-3,5-diene ynamides via an intramolecular[4+2]annulation has been developed.In the presence of catalytic Et_(3)N,this protocol leads to the facile formation of six-membered cycloadducts.This reaction can proceed smoothly under mild condition without transition-metal-catalysts and its substrate scope is wide.This strategy provides a concise and practical protocol to synthesize natural product and bioactive compounds containing 4-hydroxyl hydroindole skeletons.
作者
张智鑫
翟彤仪
朱伯汉
钱鹏程
叶龙武
Zhang Zhixin;Zhai Tongyi;Zhu Bohan;Qian Pengcheng;Ye Longwu(College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,Fujian 361005;College of Chemistry&Materials Engineering,Wenzhou University,Wenzhou,Zhejiang 325035;State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2022年第5期1501-1508,共8页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.21772161)资助项目。
关键词
环化反应
无金属催化
炔酰胺
杂环合成
annulation reaction
metal-free catalysis
ynamides
heterocycle synthesis