The Reactions of α‐Ylidene (Vinylidene,Benzylidene, Styrylmethylidene) Bis[carbonyls] with Copper Mono/Bis[carbonylcarbenoids] |
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| Authors: | Gökçe Merey Mustafa Kaya Olcay Anaç |
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| Affiliation: | 1. Istanbul Technical University, Faculty of Science and Letters, Department of Chemistry, 34460 Maslak, TR‐Istanbul (phone: +90‐212‐2853229;2. fax: +90‐212‐2856386) |
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| Abstract: | The [Cu(acac)2]‐catalyzed reactions of various α,β,γ,δ‐unsaturated bis‐ketones/bis‐esters/bis‐keto esters with dimethyl diazomalonate and ethyl diazoacetate were studied. Total steric/electronic convenience of the present reaction paths was investigated. Methoxy/nitro substituents in m‐/p‐positions on benzylidene biscarbonyls did not alter the general routes of the reactions, supporting concerted mechanism. Dihydrobenzoxepine/oxepine formation was sterically sensitive to the related pre‐ring conformation, and dihydrofurans were effected by both charge control and steric factors. |
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| Keywords: | Electrocyclic reactions Furan, dihydro‐ Diazo compounds Carbenoid intermediates Benzoxepine, dihydro‐ |
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