Synthesis of functionalized 1-methylchromeno[3,4-b]pyrrol-4(3H)-ones via the Barton–Zard reaction starting from pseudonitrosites

Synthesis of functionalized 1-methylchromeno[3,4-b]pyrrol-4(3H)-ones via the Barton–Zard reaction starting from pseudonitrosites

A method for the preparation of chromeno[3,4- b ]pyrrol-4(3 H )-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 BBr 3 , the lactone ring closes with th...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2021-09, Vol.57 (9), p.944-948
Hauptverfasser: Rusanov, Daniil А., Samet, Alexander V., Rusak, Vyacheslav V., Semenov, Victor V.
Format: Artikel
Sprache:eng
Schlagworte:
Carboxylates
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Organic Chemistry
Pharmacy
Physical Sciences
Resveratrol
Science & Technology
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Zusammenfassung:A method for the preparation of chromeno[3,4- b ]pyrrol-4(3 H )-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 BBr 3 , the lactone ring closes with the formation of substituted chromeno[3,4- b ]pyrrolones in moderate yields.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-021-03004-3