Collect. Czech. Chem. Commun. 1998, 63, 835-841

Cyclopropanation of Phenyl Styryl Sulfones with Phenacylsulfonium Ylides Under Phase-Transfer Catalysis

Adivireddi Padmaja, Kalluru Ramachandra Reddy, Venkatapuram Padmavathi and Dandu Bhaskar Reddy

Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, India


Cyclopropanation of substituted phenyl styryl sulfones 1 with dimethylsulfonium phenacylides was carried out by two different methods (under PTC catalysis with in situ generation of the ylides and by direct addition of ylides) to obtain a series of substituted 1-benzenesulfonyl-2-benzoyl-3-phenylcyclopropanes 2. The PTC method was found to be more facile and efficient. The spectral data of cyclopropanes 2 are discussed.

Keywords: Cyclopropanation; PTC catalysis; Sulfur ylides; Cyclopropanes; Antibacterial and antifungal activity.