Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides

Please use this identifier to cite or link to this item: https://dspace.ncfu.ru/handle/20.500.12258/19744

Title:	Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides
Authors:	Demidov, O. P. Демидов, О. П.
Keywords:	3-nitrobenzofurans;Dimethylphenacylsulfonium salts;Michael reaction;Nucleophilic dearomatization;Sulfur ylides
Issue Date:	2022
Publisher:	Springer
Citation:	Semenova, I. А., Osyanin, V. А., Demidov, O. P., Osipov, D. V. Opening of the furan ring of 3-Nitrobenzofurans by the action of carbonyl-stabilized sulfonium ylides // Chemistry of Heterocyclic Compounds. - 2022. - Том 58. - Выпуск 4-5. - Стр.: 251 - 254. - DOI10.1007/s10593-022-03079-6
Series/Report no.:	Chemistry of Heterocyclic Compounds
Abstract:	Upon treatment of 3-nitrobenzofurans with dimethylphenacylsulfonium salts in the presence of a base, the opening of the furan ring to form (E)-1-aryl-2-(dimethylsulfonio)-4-nitro-1-oxobut-3-en-2-ides takes place. The mechanism of nucleophilic dearomatization of 3-nitrobenzofurans involves consecutive carbo- and retro-oxa-Michael reactions. The reaction illustrates the high propensity of 3-nitrobenzofurans for ring opening.
URI:	http://hdl.handle.net/20.500.12258/19744
Appears in Collections:	Статьи, проиндексированные в SCOPUS, WOS

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