Synthesis of vinyl ethers of alcohols using calcium carbide under superbasic catalytic conditions (KOH/DMSO)

被引:72
|
作者
Matake, Ryosuke [1 ]
Adachi, Yusuke [1 ]
Matsubara, Hiroshi [1 ]
机构
[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan
基金
日本学术振兴会;
关键词
ONE-POT SYNTHESIS; PHASE-VANISHING METHOD; NUCLEOPHILIC-ADDITION; ACETYLENE; SYSTEMS; EVOLUTION; CLEAVAGE;
D O I
10.1039/c5gc02977e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Vinyl ethers are important and useful synthetic building blocks. Using a test tube with a screw cap, a convenient preparation of vinyl ethers from alcohols with calcium carbide under superbasic catalytic conditions (KOH/DMSO) was developed. The vinylation of primary and secondary alcohols was successfully achieved, affording the desired products in good yields. The gram-scale preparation of a vinyl ether was also demonstrated. In this reaction, calcium carbide acts as an acetylene source, constituting a safer alternative to acetylene gas.
引用
收藏
页码:2614 / 2618
页数:5
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