Regiospecific Oxidative Nitration of 3, 4-Dihydro-6, 7-disubstituted Quinoxaline-2 (1H)-ones Gives 1, 4-Dihydro-5-nitro-6, 7-disubstituted Quinoxaline-2, 3-diones, …

…, SX Cai, E Weber, JFW Keana

Index: Kher, Sunil M.; Cai, Sui Xiong; Weber, Eckard; Keana, John F. W. Journal of Organic Chemistry, 1995 , vol. 60, # 18 p. 5838 - 5842

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Citation Number: 18

Abstract

The regiospecific oxidative nitration of 3, 4-dihydro-6, 7-disubstituted quinoxalin-2 (lH)-ones (Eah, 20) utilizing fuming nitric acid in TFA gave 1, 4-dihydro-5-nitro-6, 7-disubstituted quinoxaline-2, 3-diones (6a-i), respectively, in good yields. Compounds 15a-h were prepared from commercially available l-halo-3, 4-disubstituted benzenes 12a-h in three steps. These were nitration, nucleophilic substitution of the halogen ortho to the nitro ...