HFIP-Mediated Desulfinative Friedel-Crafts Cyclobutenylation Reaction.

Yanai, Hikaru; Kurogi, Shota; Hoshikawa, Shoki; Matsumoto, Takashi

Yanai, Hikaru; Kurogi, Shota; Hoshikawa, Shoki; Matsumoto, Takashi.

Afiliação

Yanai H; School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Kurogi S; School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Hoshikawa S; School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Matsumoto T; School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.

Chemistry ; 30(41): e202400843, 2024 Jul 19.

Article em En | MEDLINE | ID: mdl-38639573

ABSTRACT

ABSTRACT

In 1,1,1,3,3,3-hexafluoroisopropyl alcohol (HFIP), gem-bis(triflyl)cyclobutenes, which can be prepared by the (2+2) cycloaddition reaction of Tf2C=CH2 with alkynes, underwent desulfination to generate the corresponding cyclobutenyl cation. This unique reactivity was successfully applied to the Friedel-Crafts type cyclobutenylation reaction of several (hetero)aromatic compounds.

Palavras-chave

carbocations; cycloaddition; cyclobutenes; fluorine; nucleophilic substitution

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Assunto da revista: QUIMICA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Japão

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