Nitration of methyl 2-furoate with acetyl nitrate. On the configurations of six isolated intermediary adducts

…, SD Darling, DF Koster, CY Meyers

Index: Kolb, Vera M.; Darling, Stephen D.; Koster, David F.; Meyers, Cal Y. Journal of Organic Chemistry, 1984 , vol. 49, p. 1636 - 1639

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Citation Number: 11

Abstract

1 2 3 in acetic anhydride lead to the formation of a rather stable intermediate, subsequently characterized as 2-acetoxy-5-nitro-2, 5-dihydrofuran (2) which can be converted into 2- nitrofuran (3) by the action of mild The isolation of this intermediate drew immediate attention since it represented at that time a contrast to the direct nitration of benzene. The structure and mode of decomposition of the intermediate were studied in considerable detai14i5 in ...