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Synlett 2020; 31(12): 1158-1162
DOI: 10.1055/s-0040-1707111
DOI: 10.1055/s-0040-1707111
letter
Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles
Authors
This research was funded by the Carl-Zeiss-Stiftung (endowed professorship to I.V.), Friedrich-Schiller-Universität Jena, the Ernst Ludwig Ehrlich Foundation (graduate fellowship to D.D.) and the State of Thuringia (2015 FGI0021) co-supported by the European Regional Development Fund (ERDF).
Further Information
Publication History
Received: 13 March 2020
Accepted after revision: 14 April 2020
Publication Date:
05 May 2020 (online)
In memory of Prof. Dr. Ludwig Knorr, professor at Friedrich-Schiller-University Jena (1889–1921)
Abstract
Vinyldiazo compounds undergo a thermal electrocyclization to form pyrazoles in yields of up to 95%. The reactions are operationally simple, use readily available starting materials, require no intervention of a catalyst, and enable the synthesis of mono-, di- and tri-substituted pyrazoles. With the ability to produce highly substituted pyrazoles and the flexibility in installing various types of substituents, this method constitutes a new entry to this valuable heterocyclic scaffold and may be of interest to all branches of the chemical industry.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707111.
- Supporting Information (PDF)
- CIF File (ZIP)
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