Chemoselectivity Reversals in Quinoxalines: The Reaction of 5??Chloro??6??Nitroquinoxaline with Nucleophiles

…, C Moucheron, R Nasielski??Hinkens

Index: Nasielski, J.; Moucheron, C.; Nasielski-Hinkens, R. Bulletin des Societes Chimiques Belges, 1992 , vol. 101, # 6 p. 491 - 496

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Citation Number: 9

Abstract

Abstract 5-Chloro-6-nitroquinoxaline 2, made in six steps from 2, 3-dichloronitro-benzene, reacts 1) with piperidine to give 6-nitro-5-piperidinoquinoxaline as the only product; 2) with methoxide to give a 95: 5 ratio of 5-methoxy-6-nitro-and 5-chloro-6-methoxy-quinoxaline; 3) with p-thiocresolate to give the disubstitution product without showing any monosubstitution product.