Synthesis of Tetrahydroindole Derivatives via Metal-Free Intramolecular [4+2] Annulation of Ynamides

被引:1
作者
Zhang Zhixin [1 ]
Zhai Tongyi [1 ]
Zhu Bohan [2 ]
Qian Pengcheng [2 ]
Ye Longwu [1 ,3 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China
[2] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Zhejiang, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
annulation reaction; metal-free catalysis; ynamides; heterocycle synthesis; DIELS-ALDER REACTION; CYCLOADDITION; CATALYST; COMPLEX; ACCESS; POWERFUL; SYSTEM; ALKYNE;
D O I
10.6023/cjoc202201006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 Et3N, 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.
引用
收藏
页码:1501 / 1508
页数:8
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