摘要
报道了利用铜催化叠氮-炔酰胺的环化反应合成异喹啉衍生物的方法.首先通过铜催化分子内叠氮-炔酰胺环化反应生成α-亚胺铜卡宾中间体,随后再分别被分子间的吲哚和苯胺捕获生成相应的C—H和N—H插入产物.该方法操作简便、反应条件温和、底物普适性广,为含有异喹啉-吲哚和异喹啉-苯胺骨架的天然产物和活性分子的合成提供了一条简便和高效的途径.
A copper-catalyzed azide-ynamide cyclization to synthesize isoquinoline derivatives is reported. First, α-imino copper carbene intermediate is generated via Cu(I)-catalyzed azide-ynamide cyclization, then this copper carbene can be captured by indoles and anilines to form C—H and N—H insertion products. The notable advantages of this method include a simple procedure, mild reaction conditions and widespread availability of the substrates. Thus, this protocol provides a highly convenient and efficient route for the preparation of natural products and active molecules which contain the isoquinoline-indole or isoquinoline-aniline skeletons.
作者
刘晓涛
刘鑫
叶龙武
Xiaotao Liu;Xin Liu;Longwu Ye(Wanxiang Technology Co.,Ltd.,Huaian,Jiangsu 223300;College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,Fujian 361005;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
2021年第3期1207-1215,共9页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.21272191)资助项目。
关键词
环化反应
铜催化
铜卡宾
炔酰胺
cyclization reaction
copper catalysis
copper carbenes
ynamides