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

D. Mendeleev University of Chemical Technology of Russia,Samet Alexander V.,Rusak Vyacheslav V.,Semenov Victor V.

CHEMISTRY OF HETEROCYCLIC COMPOUNDS（2021）

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摘要

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.

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关键词

chromeno[3,4-b]pyrrol-4(3H)-ones,lamellarins,propenylbenzenes,pseudonitrosites,Barton–Zard reaction,O-demethylation

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