Synthesis of cyclic ethers by cyclodehydration of 1,n-diols using heteropoly acids as catalysts

Abstract

Heteropoly acids were used as catalysts for cyclodehydration of various 1,n-diols. Cyclodehydration of butane-1,4-diol, pentane-1,5-diol and hexane-1,6-diol catalysed by H3PW12O40 gave tetrahydrofuran, tetrahydropyran and oxepane, respectively. Cyclodehydration of diethylene glycol, triethylene glycol, diethylene glycol monomethyl ether and polyethylene glycol 200 catalysed by H3PW12O40 gave 1,4-dioxane. In particular, cyclodehydration of hexane-1,6-diol gave an excellent yield of oxepane (80%). The selectivity exhibited by the H3PW12O40 catalyst was even better than that exhibited by other reported catalyst systems for similar cyclodehydration reactions.