An efficient synthesis of 2-benzoxepines from Morita-Baylis-Hillman adducts using heterogeneous recyclable catalysts.
2-Benzoxepines have efficiently been synthesized from Morita-Baylis-Hillman adducts, alkyl 3-aryl-3-hydroxy-2-methylenepropanoates by treatment with HCHO catalyzed by silica supported perchloric acid (HClO4.SiO2) or Amberlyst-15 in CH2Cl2 under reflux for a short period of time (1.5-2.5 h). The catalyst can be recovered and recycled. The antibacterial properties of the new 2-benzoxepines were studied but no activity was found.
Das
Biswanath
B
Organic Chemistry Division I, Indian Institute of Chemical Technology, Hyderabad, India. biswanathdas@yahoo.com
Majhi
Anjoy
A
Banerjee
Joydeep
J
Chowdhury
Nikhil
N
Holla
Harish
H
Harakishore
Kankipati
K
Murty
Upadhayula Suryanarayana
US
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001584:Benzoxepins / Q000138:chemical synthesis* / Q000494:pharmacology*; D002384:Catalysis; D002855:Chromatography, Thin Layer; D002939:Ciprofloxacin / Q000494:pharmacology; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
D000900:Anti-Bacterial Agents; D001584:Benzoxepins; D007202:Indicators and Reagents; D002939:Ciprofloxacin