SYNTHESIS OF FUNCTIONALIZED 1-METHYLCHROMENO[3,4-<i>b</i>]PYRROL-4(3<i>H</i>)-ONES <i>via</i> THE BARTON–ZARD REACTION STARTING FROM PSEUDONITROSITES
Authors
Даниил А. Русанов
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia
D. Mendeleev University of Chemical Technology of Russia,
9 Miusskaya Sq., Moscow 125047, Russia
Александр В. Самет
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia
Вячеслав В. Русак
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia
Виктор В. Семёнов
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia
A method for the preparation of chromeno[3,4-b]pyrrol-4(3H)-ones via the synthesis of the corresponding 3-arylpyrrole-2-carboxylates from pseudonitrosites by the Barton–Zard reaction was developed. As a result of selective O-demethylation upon exposure to BBr3, the lactone ring closes with the formation of substituted chromeno[3,4-b]pyrrolones in moderate yields.
