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Electrophilic hexa(methoxycarbonyl)cycloheptatrienyl anion in the synthesis of electron-deficient 5-hydroxyisoquinolones Full article

Journal Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436
Output data Year: 2025, Volume: 35, Number: 2, Pages: 162-164 Pages count : 3 DOI: 10.71267/mencom.7616
Authors Belyy Alexander Yu 1 , Sokolova Alena D 1 , Salikov Rinat Faritovich 1 , Litvinenko Veronika V 1 , Platonov Dmitry Nikolaevich 1 , Tomilov Yury Vasil'evich 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

Abstract: The reaction of hexa(methoxycarbonyl)cycloheptatrienyl anion with amines affords 5-hydroxyisoquinolones bearing four 4,6,7,8-positioned methoxycarbonyl groups and having unsubstituted C3H unit. The reaction is selective due to better steric availability and both charge and orbital distribution within the seven-membered ring and may proceed through a nucleophilic attack on the allyl-anionic moiety.
Cite: Belyy A.Y. , Sokolova A.D. , Salikov R.F. , Litvinenko V.V. , Platonov D.N. , Tomilov Y.V.
Electrophilic hexa(methoxycarbonyl)cycloheptatrienyl anion in the synthesis of electron-deficient 5-hydroxyisoquinolones
Mendeleev Communications. 2025. V.35. N2. P.162-164. DOI: 10.71267/mencom.7616 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:001491394100013
Scopus: 2-s2.0-105007460090
OpenAlex: W4407709804
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OpenAlex 2
Web of science 1
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