Synthesis of 1-Fluoroalkyl-5-Substituted-1,2,3-Triazoles from Carbonyl-Stabilized Phosphonium Ylides.

David Tichý, Tomáš Černý, Josef Filgas, Svatava Voltrová, Blanka Klepetářová, Petr Beier

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Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1citing papers in PubMed

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1 · What the graph read from it

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3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

Nucleophilic Addition of Stabilized Phosphorus Ylides toMolecules (Basel, Switzerland) · 2026
Article

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5 · Who and what money

Authors and funding

6 authors.

David TichýInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.

Tomáš ČernýInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.

Josef FilgasInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.

Svatava VoltrováInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.ORCID 0000-0002-9814-084X

Blanka KlepetářováInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.

Petr BeierInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, Prague 160 00, Czechia.ORCID 0000-0002-0888-7465

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A mild, rapid, and regioselective cyclization of azidofluoroalkanes with carbonyl-stabilized phosphonium ylides, resulting in the formation of 1-fluoroalkyl-5-substituted-1,2,3-triazoles, is presented. The synthetic method tolerates air and water, works at room temperature in a benign solvent, and is metal-free. Both starting materials are commercially available and easily prepared. The cyclization method was expanded to 4-halogen-substituted analogues of target triazoles, which underwent either rhodium-catalyzed transannulation with benzonitrile to yield uniquely substituted

Identifiers

PMID40788665

DOI10.1021/acs.joc.5c01055

PMCPMC12381930

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