Products from the reactions of 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-2, 3-furandione with aryl isocyanates
Asian Journal of Chemistry, cilt.16, sa.2, ss.877-883, 2004 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 16 Sayı: 2
- Basım Tarihi: 2004
- Dergi Adı: Asian Journal of Chemistry
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.877-883
- Anahtar Kelimeler: 1,3-Oxazines, 2-Oxo-acetamide, Pyrrolo[2,3-d]pyrimidines, [4 + 2] Cycloaddition
- Yozgat Bozok Üniversitesi Adresli: Hayır
Özet
4-(4-Methoxybenzoyl)-5-(4-methoxyphenyl)-2,3-furandione (1) reacted with aryl isocyanates to give novel pyrrolo[2,3-d] pyrimidines (deazapurines) 2 and 1,3-oxazine-2,4-diones 3 under different conditions. The reaction pathways leading to 2 and 3 include [4 + 2] cycloaddition processes and decarboxylation across the (C=N) bond of the aryl isocyanate accompanied by rearrangements. N1-(1-naphthyl)-2-[2,4-di(4-methoxyphenyl)benzo[h] quinolin-3-yl]-2-oxoacetamide (4) was obtained from the thermolysis of 2d. The formation of 4 proceeded via the iminobenzylfurandione as probable intermediate. The synthesis of new examples 1,3-oxazine-2,4-diones and pyrrolo[2,3d]pyrimidines following the unknown procedure and subsequent reactions using 1 and different aryl isocyanates has been reported.