Gold-catalyzed intermolecular tandem cyclization/[4+3] cycloaddition of 2-(1-alkynyl)-cyclopropyl pyridines with nitrones: an efficient strategy for the synthesis of [1,2]oxazepino[5,4-a] indolizines

被引:1
作者
Rao, Fucai [1 ]
Cheng, Meng [1 ]
Hu, Zhiwei [1 ]
Chen, Xinyi [1 ]
Zhao, Suyang [1 ]
Chen, Zuliang [1 ,2 ]
机构
[1] Yichun Univ, Coll Chem & Bioengn, Yichun 336000, Peoples R China
[2] Yichun Univ, Key Lab Jiangxi Univ Appl Chem & Chem Biol, Yichun 336000, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 13期
基金
中国国家自然科学基金;
关键词
1,3-DIPOLAR CYCLOADDITION; 1-(1-ALKYNYL)CYCLOPROPYL KETONES; MODULAR ENTRY; CYCLIZATION; 2-(2-ENYNYL)PYRIDINES; CYCLOBUTANES; DERIVATIVES; DISCOVERY; PYRROLES; ACCESS;
D O I
10.1039/d4qo00580e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and efficient approach is described for the diastereoselective synthesis of [1,2]oxazepino[5,4-a] indolizines via a gold-catalyzed [4 + 3] cycloaddition reaction of 2-(1-alkynyl)-cyclopropyl pyridine with nitrones. This methodology has great potential to construct seven-membered heterocycle-fused indolizine scaffolds from simple building blocks. Based on our preliminary results, a probable mechanism for this reaction pathway has been proposed.
引用
收藏
页码:3685 / 3691
页数:7
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