Transition-Metal-Free Heterocyclization of 1,3-Diynes with Nitriles in the Presence of Aqueous Potassium Hydroxide: Synthesis of 2,4-Disubstituted 5-[(E)-2-Phenylethenyl]-1,3-oxazoles

被引:8
作者
Ming, Ling [1 ]
Tang, Jialiang [1 ]
Zhao, Xiaoming [1 ]
机构
[1] Tongji Univ, State Key Lab Pollut Control & Resource Reuse, Dept Chem, Shanghai 200092, Peoples R China
来源
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 18期
关键词
1,3-diyne; nitrile; heterocyclization; cesium hydroxide; potassium hydroxide; ONE-POT SYNTHESIS; COPE-TYPE HYDROAMINATION; MARINE SPONGE; 2,5-DISUBSTITUTED OXAZOLES; TERMINAL ALKYNES; SULFUR HETEROCYCLIZATION; OXIDATIVE CYCLIZATION; SUBSTITUTED OXAZOLES; COUPLING REACTIONS; CYCLOADDITION;
D O I
10.1055/s-0034-1378316
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A transition-metal-free heterocyclization of 1,3-diynes and nitriles in the presence of either aqueous potassium hydroxide or cesium hydroxide in 1,4-dioxane at 100 degrees C was realized. This method provided stereoselectively 2,4-disubstituted 5-[(E)-2-phenylethenyl]-1,3-oxazoles in moderate to good yields.
引用
收藏
页码:2499 / 2505
页数:7
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