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Paper | Regular issue | Vol 43, No. 9, 1996, pp.1887-1892
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7422
Synthesis of an Antibacterial and Antifungal Cinnoline Derivative by Rearrangement of a β-Carboline Derivative

Shazia Anjum, Tahira Sarfraz, Yusuf Ahmed, and Atta-ur-Rahman*

*H. E. J. Postgraduate Institute of Chemistry, University of Karachi, Karachi-75270, Pakistan

Abstract

A heterocyclic system (6) containing a β-carboline moiety is descibed. o-Nitrophenylpyruvic acid and tryptamine hydrochloride were condensed to give 1-(2’-nitrobenzyl)-1,2,3,4-tetrahydro-β-carboline (3). 3, on dehydrogenation, gave 1-(2’-nitrobenzyl)-β-carboline(4) which was treated with methanolic KOH to furnish 1-(3’-2’-1’-benzisoxazole)-β-carboline (5) ehich on thermolysis or photolysis afforded the indolocinnoline derivative (6).