Chemoselective synthesis of α-carboline derivatives via hypervalent iodine-catalyzed [3+3] annulation under metal-free conditions

被引:0
|
作者
Wang, Shuowen [1 ]
Li, Rong [1 ]
Chen, Shanping [1 ]
Mao, Guojiang [2 ]
Shao, Wen [1 ]
Deng, Guo-Jun [1 ]
机构
[1] Xiangtan Univ, Coll Chem, Key Lab Green Organ Synth & Applicat Hunan Prov, Key Lab Environmentally Friendly Chem & Applicat,M, Xiangtan 411105, Peoples R China
[2] Henan Normal Univ, Dept Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China
来源
GREEN SYNTHESIS AND CATALYSIS | 2024年 / 5卷 / 02期
基金
中国国家自然科学基金;
关键词
Hypervalent iodine-catalysis; Annulation; Metal-free; alpha-Carboline; Chemoselectivity; ONE-POT SYNTHESIS; CYCLIZATION; INDOLES; ALKENES; ACCESS;
D O I
10.1016/j.gresc.2023.01.002
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A strategy for the synthesis of alpha-carboline derivatives from indole-3-carboxaldehydes and 3-aminocyclohex-2enones under metal-free conditions has been developed. The combination use of phenyliodine (III) diacetate (PIDA) and benzoic acid could significantly facilitate the corresponding [3 + 3] annulation process. This newly developed strategy featured unextraordinary chemoselectivity, good functional group tolerance and the preservation of the carbonyl group of the ketone substrates, which offers the possibility for further transformation of the products.
引用
收藏
页码:112 / 116
页数:5
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