683246-83-5Relevant articles and documents
Regioselective iodoamination of terminal ynamides for the synthesis of α-amino-β,β-diiodo-enamides
Huang, Hai,Tang, Luning,Han, Xiaobo,He, Guangke,Xi, Yang,Zhu, Hongjun
, p. 4321 - 4324 (2016)
A mild and efficient methodology involving the I2/TBHP-mediated intermolecular iodoamination of ynamides with amines for the synthesis of α-amino-β,β-diiodo-enamides was developed. This reaction provides the first intermolecular iodoamination o
Metal-free C8-H functionalization of quinolineN-oxides with ynamides
Hu, Weican,Zhang, Feiyang,Chen, Chen,Qi, Tianhang,Shen, Yanlong,Qian, Guoying,Rong, Zhouting
, p. 6995 - 6998 (2021/07/21)
The metal-free C8-H functionalization of quinolineN-oxides with ynamides is unveiled for the first time by the intramolecular Friedel-Crafts-type reaction of quinolyl enolonium intermediates generated from Br?nsted acid-catalyzed addition of quinolineN-ox
Gold-Catalyzed Oxidations of 1,3-Diynamides with C(1) versus C(3) Regioselectivity: Catalyst-Dependent Oxidative Cyclizations in the C(3) Oxidation
Cheng, Mu-Jeng,Hsu, Yu-Chen,Jiang, Yan-Ting,Kuo, Tung-Chun,Liu, Rai-Shung,Lu, Ming-Yi,Skaria, Manisha
supporting information, (2020/06/05)
This work reports two distinct paths in catalytic oxidations of 1,3-diynamides with 8-methylquinoline oxide. A typical C(1) regioselectivity was observed for aryl-substituted 1,3-diyn-1-amides, whereas an unexpected C(3) regioselectivty occurred for 5-hydroxy1,3-diyn-1-amides. We focused on the C(3) oxidations of 5-hydroxy1,3-diyn-1-amides because we observed two oxidative cyclizations of the same substrates to yield 2-aminomethylenefuran-3(2H)-ones and 2-amino-4H-pyran-4-ones using AuCl3 and a cationic gold catalyst, respectively. Density functional theory calculations were performed to rationalize the C(3) regioselectivity on 5-hydroxy1,3-diyn-1-amides.
