A simple and convenient protocol for the synthesis of seven- and eight-membered phosphorus heterocycles

ABSTRACT

A simple procedure for the synthesis of eight-membered 6-(2-chloroethyl)/bis(2-chloroethyl)-amino-12-oxo-dibenzo[d,g][1,3,2]dioxaphosphocin 6-oxides (3a–b) and seven-membered 6-(2-chloroethyl)/bis-(2-chloroethyl)aminodibenzo[d,f][1,3,2]dioxaphosphepin 6-oxides (5a–b) from cyclocondensation of equimolar ratios of 2,2′-dihydroxybenzophenone (1) and 2,2′-dihydroxybiphenol (4), respectively with 2-chloroethylphosphonicdichloride (2a) and bis(2-chloroethyl)phosphoramidic dichloride (2b) in dry toluene in the presence of triethylamine at 45–50 °C is described. All synthesized compounds possessed significant growth inhibition for their antibacteria against ‘Bacillus subtilis’ and ‘Klebsiella pneumonia’ and antifungi activity on “Curvularia lunata” and “Aspergillus niger.”

GRAPHICAL ABSTRACT

KEYWORDS:

• Phosphorus heterocycles
• benzodioxaphosphocin oxides
• benzodioxaphosphepin oxides
• antibacterial
• antifungal activities