REACTION OF PHOSPHONIUM YLIDES WITH 3,5-DI-TERT-BUTYL-1,2-BENZOQUINONE
- 1 August 1991
- journal article
- research article
- Published by Taylor & Francis in Phosphorus, Sulfur, and Silicon and the Related Elements
- Vol. 61 (1-2) , 91-96
- https://doi.org/10.1080/10426509108027342
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.Keywords
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