Eco-friendly H2O2 oxidation of 1,2-dihydroquinazoline-3-oxides to quinazoline-3-oxides

Samandram R., Çetin Korukçu M., Coşkun N.

SYNTHETIC COMMUNICATIONS, cilt.51, ss.2349-2356, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 51
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1080/00397911.2021.1934876
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, EMBASE
  • Sayfa Sayıları: ss.2349-2356
  • Anahtar Kelimeler: 1, 2-dihydroquinazoline-3-oxide, H2O2 oxidation, N-oxides, quinazoline, quinazoline-3-oxide, RING-CHAIN TAUTOMERISM, PHOTOCHEMISTRY, QUINOLINE
  • Bursa Uludağ Üniversitesi Adresli: Evet

Özet

2-Aminobenzaldehyde, 1-(2-aminophenyl)ethanone, and 2-aminophenyl phenyl methanone oximes 1 were reacted with aromatic aldehydes to give the corresponding 1,2-dihydroquinazoline-3-oxides 2. The latter were converted in high yields to a series of quinazoline-3-oxides 3 using an environmentally benign H2O2-tungstate oxidant system at room temperature. A high yielding one-pot procedure was also developed for the synthesis of compounds 3.