ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthetic approaches towards bisspiro[naphthalene-2(1H),3′-(3H)pyrazol]-1-one-containing compounds

A. S. Girgis, F. H. Osman, F. A. El-Samahy, and I. S. Ahmed-Farag

Pesticide Chemistry Department, National Research Centre, Dokki, 12622 Cairo, Egypt

E-mail: girgisas10@yahoo.com

Received: 12 July 2005  Revised: 14 March 2006  Accepted: 20 March 2006

Abstract: 1,3-Dipolar cycloaddition reaction of bis{[4-(3,4-dihydro-(2H)-naphthalen-1-oxo-2-yl)methyl-idenephenyl]oxy}alkanes with nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides) in refluxing dry benzene afforded a mixture of monocycloadduct and dicycloadduct products in high regioselectivity. On the other hand, reaction of bis{[2-(3,4-dihydro-(2H)-naphthalen-1-oxo-2-yl)methylidenephenyl]oxy}alkanes with nitrilimines gave the corresponding dicycloadducts as the only isolable regioisomers.

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-006-0042-8

Chemical Papers 60 (3) 237–242 (2006)