Palladium-Catalyzed Oxidative [2+2+1] Annulation of 1,7-Diynes with H2O: Entry to Furo[3,4-c]quinolin-4(5H)-ones

被引：13
|
作者：
Ouyang, Xuan-Hui [1 ]
Tan, Fang-Lin [1 ]
Song, Ren-Jie [1 ]
Deng, Wei [1 ]
Li, Jin-Heng [1 ,2 ]
机构：
[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Contro, Nanchang 330063, Jiangxi, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 21期
关键词：
CARBON TRIPLE BOND; MOLECULAR-OXYGEN; ELECTRON-TRANSFER; TANDEM REACTION; BASE-FREE; CYCLIZATION; CYCLOADDITION; 1,6-DIYNES; CASCADE; HETEROCYCLES;
D O I：
10.1021/acs.orglett.8b02883
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel cascade annulation of 1,7-diynes with water has been developed for the synthesis of furo[3,4-c]quinolin-4(SH)-one skeletons with high atom- and stepeconomy. The transformation was enabled by a palladium catalyst in the presence of copper salt as the promoter, involving the formation of one C-C bond and two C-O bonds. Moreover, the reaction exhibits good tolerance of functional groups and broad substrate scope. Notably, the control experiments support the incorporation of the new oxygen atom from water.
引用
收藏
页码：6765 / 6768
页数：4
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