Formation and reactivity of 1,3-benzodioxol-2-yl, 1,3-benzodioxan-2-yl, and related radicals. A search for an aromatic analog of the radical acetoxy rearrangement (Surzur-Tanner reaction)

Article abstract of DOI:10.1139/v82-162

Reaction of the 1,3-dioxole, 9, the 1,3-dioxan, 18, and the 1,3-dioxepin, 29, with tert-butoxy radicals gave evidence in each case for formation of the corresponding 1,1-dioxyethyl radicals.No conclusive evidence for formation of any of these radicals by cyclization of acetoxyaryl radicals could be obtained.Several of the 1,1-dioxyethyl radicals reacted by rearrangement.