Halogeno-1,4-dioxans and their derivatives. Part V. Bi-1,3-dioxan-2-yl and 2,3,4aα,10aα-tetrahydrobenzo[b]-p-dioxino[2,3-e]-p-dioxin

Abstract

The reaction of trans-2,3-dichloro-1,4-dioxan with trimethylene glycol gives bi-1,3-dioxan-2-yl, and the corresponding reaction with catechol gives 2,3,4aα,10aα-tetrahydrobenzo[b]-p-dioxino[2,3-e]-p-dioxin. The structures of the products are confirmed by n.m.r. spectroscopy, and the chemical shifts and deduced coupling constants are reported. Some mechanisms by which the dichlorodioxan may react are discussed.