Abstract
The cyclic ylides (3), formed by the reaction of trialkyl phosphites or dialkyl phosphonites with 2 mol equiv. of dimethyl acetylenedicarboxylate, undergo protonation and dealkylation in the presence of hydrogen bromide to give the 1-substituted 2,5-dihydrophosphole 1-oxides (4). The phospholes (4) undergo ready elimination of a molecule of alcohol on being heated to give the phosphole 1-oxides (5).
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