136106-28-0Relevant academic research and scientific papers
REACTION OF PHOSPHONIUM YLIDES WITH 3,5-DI-TERT-BUTYL-1,2-BENZOQUINONE
Abdou, Wafaa M.,Ganoub, Neven A. F.,Abdel-Rahman, Naglaa M.
, p. 91 - 96 (2007/10/02)
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 temperatures to give disubstituted α,β-unsaturated ketones 9.Key words: 3,5-Di-tert-butyl-1,2-benzoquinone; o-quinones; ylide-phosphoranes.
