New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles

New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles

3,3-Disubstituted piperidin-2-ones were obtained by alkylation of carboxylic acid esters with 1-(3-halopropyl)-2,5-dimethylpyrroles using lithium diisopropylamide as a base followed by the removal of 2,5-dimethylpyrrole protection and intramolecular cyclization. The overall yields of the target prod...

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Veröffentlicht in:Russian chemical bulletin 2019-11, Vol.68 (11), p.2108-2113
Hauptverfasser: Gvozdev, V. D., Shavrin, K. N., Nefedov, O. M.
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
Carboxylic acids
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Esters
Full Articles
Inorganic Chemistry
Lithium
Organic Chemistry
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Zusammenfassung:3,3-Disubstituted piperidin-2-ones were obtained by alkylation of carboxylic acid esters with 1-(3-halopropyl)-2,5-dimethylpyrroles using lithium diisopropylamide as a base followed by the removal of 2,5-dimethylpyrrole protection and intramolecular cyclization. The overall yields of the target products amounted to 78% in two synthetic steps.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-019-2674-1