Synthesis and Phosphorylation of 2- and 3-Halomethyl Derivatives of Functionalized 2-tert-Butylfurans

2-Halomethyl derivatives of 3-functionalized 5-tert-butylfurans are phosphorylated underconditions of the Michaelis-Becker, Arbuzov reactions similarly to other halomethylfurans. No effectof the tert-butyl substituent on the yield of the reaction products was found in this case. Contrary to that, the2-methoxymethyl derivative of 3-chloromethyl-5-tert-butylfuran proved to be more thermostable than its analog containing no tert-butyl substituent. As a result, the yield of phosphonate in the Michaelis-Becker reaction under similar conditions increases 2.5 times. The observed stabilization of the furan ring is explained by shielding of its oxygen atom by the tert-butyl group.