An efficient method for acetolysis of cyclic ethers catalyzed by heteropolyacid
An efficient method for acetolysis of cyclic ethers catalyzed by heteropolyacid
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DOI：
10.1016/s0926-860x(03)00399-5
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发表时间：
2003-12
影响因子：
5.5
通讯作者：
Y. Izumi;Kuniko Iida;K. Usami;Toshiko Nagata
中科院分区：
文献类型：
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作者：
Y. Izumi;Kuniko Iida;K. Usami;Toshiko Nagata
在杂多酸催化剂存在下，四氢呋喃（THF）在333 K下完全转化，选择性地生成1，4-二乙酰氧基丁烷。该方法的特征在于THF与作为亲核试剂的乙酸和乙酸酐的混合物的反应。该方法也适用于其它环醚的乙酰解，例如通常惰性的1，4-二氧六环、呋喃和2-甲基呋喃。高的反应效率可能是由于乙酰基阳离子迅速形成的乙酸酐与杂多酸和过量的乙酸根阴离子，可以攻击乙酰化的THF氧代阳离子更主要的攻击比THF分子形成低聚产物的合作效应。
Tetrahydrofuran (THF) was completely converted to give 1,4-diacetoxybutane selectively at 333K in the presence of heteropolyacid catalyst. This method is characterized by the reaction of THF with a mixture of acetic acid and acetic anhydride as nucleophiles. This method is applicable also to the acetolysis of other cyclic ethers, such as normally inert 1,4-dioxane, furan and 2-methylfuran. High reaction efficiency is probably due to a cooperative effect by acetyl cations promptly formed from acetic anhydride with heteropolyacid and an excess of acetate anions which could attack the acetylated THF oxocations more predominantly than the attack by THF molecules to form oligomeric products.