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Paper | Regular issue | Vol 32, No. 1, 1991, pp.33-39
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5029
Synthesis and Reactivity of 1,1-Dihydro-2-oximino-3-aryl-3H-naphtho[2,1-b]pyrans

Rajagopal Rama* and Vakipuram R. Srinivasan

*Department of Chemistry, Osmania University, Hyderabad 500 007, India

Abstract

A series of 1,1-dihydro-2-oxoimino-3-arylnaphtho[2,1-b]pyrans were synthesised in good yields by reduction of the corresponding 2-nitronaphthopyrans using Raney Nickel and hydrazine hydrate or sodium borohydride in ethanol. Further, the Beckmann rearrangement product on the oxime using phosphorous pentachloride in ether was identified as 1-cyanomethyl-2-naphthol. Whereas using sulfuric acid as the catalyst the product was characterised as 4-arylnaphth[1,2-f][1,4]oxazepine.