Work

Functionalized 2,3′-Bipyrroles and Pyrrolo[1,2-c]imidazoles from Acylethynylpyrroles and Tosylmethylisocyanide

Year: 2024

Type: article

Abstract: An efficient method for the synthesis of pharmaceutically prospective but still rare functionalized 2,3′-bipyrroles (in up to 80% yield) by the cycloaddition of easily available acylethynylpyrroles with tosylmethylisocyanide (TosMIC) has been developed. The reaction proceeds under reflux (1 h) in the KOH/THF system. In the t-BuONa/THF system, TosMIC acts in two directions: along with 2,3′-bipyrroles, the unexpected formation of pyrrolo[1,2-c]imidazoles is also observed (products ratio~1:1).

Source: Molecules

DOI: 10.3390/molecules29040885

Authors: Maxim D. Gotsko, Ivan V. Saliy, Igor A. Ushakov, Lyubov N. Sobenina, Boris A. Trofimov

Institutions: Russian Academy of Sciences, A.E. Favorsky Irkutsk Institute of Chemistry

Language: English

Topic: Synthesis and Characterization of Pyrroles

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,069

Funders: Analytical Center for the Government of the Russian Federation, Siberian Branch, Russian Academy of Sciences