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Synthesis 2024; 56(15): 2347-2360
DOI: 10.1055/a-2282-7827
DOI: 10.1055/a-2282-7827
paper
Stereoselective Synthesis of Acylethenyl Tetrahydropyridino- and Deazepanopyrrolo[1,2-c]imidazolidines via Annulation of Cyclic Imines with Acylethynylpyrroles
This work was financially supported by a grant from the Russian Science Foundation (project no. 21-73-10134).


Abstract
A new and efficient strategy for the stereoselective synthesis of tetrahydropyridino- and deazepanopyrrolo[1,2-c]imidazolidines has been developed. Annulation of acylethynylpyrroles with six- and seven-membered cyclic imines (MeCN/THF, 20–25 °C, 24–72 h) leads to tetrahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]pyridines and hexahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]azepines with (E)-acylethenyl moiety in 28–96% yields.
Key words
acylethynylpyrroles - tetrahydropyridines - deazepanes - annulation - tetrahydropyrrolo[1′,2’:3,4]imidazo[1,2-a]pyridines - hexahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]azepinesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2282-7827.
- Supporting Information
Publication History
Received: 12 February 2024
Accepted after revision: 06 March 2024
Accepted Manuscript online:
06 March 2024
Article published online:
23 April 2024
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