Regioselective One-pot Synthesis of New Unsymmetric Spiro Dihydrofurans in the Reaction of Mixed Two Different Cyclic beta-Dicarbonyl Compounds with BrCN and Aldehydes in the Presence of Et3N

Pesyan N. N., Shokr A., Gharib A., TUNÇ T., ŞAHİN E.

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, cilt.62, sa.3, ss.234-242, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 62 Sayı: 3
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/jccs.201400224
  • Dergi Adı: JOURNAL OF THE CHINESE CHEMICAL SOCIETY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.234-242
  • Anahtar Kelimeler: (Thio)barbituric acids, Spiro 2,3-dihydrofuran, Cyanogen bromide, Regioselective one-pot reaction, MANGANESE(III) ACETATE, SELECTIVE FORMATION, DERIVATIVES, CYCLOADDITION, 2,3-DIHYDROFURANS, ACIDS
  • Atatürk Üniversitesi Adresli: Evet

Özet

Crossed one-pot reaction of mixed cyclic beta-dicarbonyl with various aldehydes in the presence of cyanogen bromide and triethylamine leads to the selective and efficient formation of crossed new unsymmetrical spiro dihydrofurans at room temperature. The products were obtained in good to excellent yields. Structure elucidation was carried out by H-1 NMR, C-13 NMR, FT-IR spectroscopy, Mass analyses and X-ray crystallography technique. A proposed mechanism was discussed for the formation of products.