Investigation on the reactions of o-hydroxybenzyl alcohols with vinyl ethers under acidic and/or thermal conditions

Volkan Kumbaraci*, Duygu Ergunes, Melike Midilli, Seckin Begen, Naciye Talinli

*Bu çalışma için yazışmadan sorumlu yazar

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11 Atıf (Scopus)

Özet

The reaction of vinyl ethers with o-hydroxybenzyl alcohols under different reaction conditions was investigated. The aim of this attempt was to find out whether the protection reactions or the hetero Diels-Alder reaction of quinone methide in situ generated from o-hydroxybenzyl alcohol is more likely to occur. o-hydroxybenzyl alcohols can give hetero Diels-Alder reactions with dihydro-2H-pyran at high temperatures but only when used with acid catalysts. At room temperature, even in the presence of acid catalyst, reactions yielded regular protection products. However, butyl vinyl ether and 4-methoxy-3-butenone could not give intermolecular cycloaddition reactions under the acidic conditions, because both decomposed to the new products with acids. Hetero-Diels-Alder products obtained only under thermal conditions but in low yields.

Orijinal dilİngilizce
Sayfa (başlangıç-bitiş)226-230
Sayfa sayısı5
DergiJournal of Heterocyclic Chemistry
Hacim46
Basın numarası2
DOI'lar
Yayın durumuYayınlandı - Mar 2009

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