Abstract

Abstract The reactions of quinone 1 with several Wittig reagents have been studied. When 1 was added to excess of 2, the corresponding 1,1,2,2-tetrabromocyclobutene derivative 4 was obtained. Reaction of 1 with moderate-stabilized ylides 5a,b at room temperature afforded the monosubstituted α,β-unsaturated esters 6, while carrying out the reaction in boiling benzene led to the formation of coumarin-derivatives 8. On the contrary, the reaction of 1 with resonance-stabilized ylides 5c,d takes place, only at higher temperature to give disubstituted α,β-unsaturated ketones 9.

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