A convenient synthesis of otherwise inaccessible 3-aminocinnoline-4-carboxylic acid derivatives

M Scobie, G Tennant

Index: Scobie, Martin; Tennant, George Journal of the Chemical Society, Chemical Communications, 1994 , # 21 p. 2451 - 2452

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Citation Number: 6

Abstract

3-Amino-4-(2-nitroaryl)-2H-isoxazolin-5-ones, readily available by the sodium ethoxide catalysed cyclisation of amidoximes derived from ethyl 2-cyano-2-(2-nitroaryl) acetates, ring- close in the presence of sodium hydride to afford high yields of isoxazolo [3, 4-c] cinnolin-1 (3H)-one 5-N-oxides; hydrazine effects the chemoselective reductive scission of the isoxazoline ring in these heterocycles allowing simple and efficient synthetic access to ...