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Functionalized fluorenes via dicationic electrophiles.

ABSTRACT: Dicationic fluorenyl cations are shown to react with nitriles to provide amide-functionalized fluorenes. A similar reaction with alcohols gives ether derivatives. The chemistry is initiated by the reactions of N-heterocyclic ketones in a superacidic solution. This leads to cyclizations involving 2-biphenyl groups and formation of the reactive fluorenyl cations.

SUBMITTER: Stentzel MR

PROVIDER: S-EPMC8457680 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Functionalized fluorenes via dicationic electrophiles.

Stentzel Michael R MR Klumpp Douglas A DA

Tetrahedron letters 20190524 25

Dicationic fluorenyl cations are shown to react with nitriles to provide amide-functionalized fluorenes. A similar reaction with alcohols gives ether derivatives. The chemistry is initiated by the reactions of N-heterocyclic ketones in a superacidic solution. This leads to cyclizations involving 2-biphenyl groups and formation of the reactive fluorenyl cations. ...[more]

PMID: 34556889

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