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


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Abstract

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.

About the authors

V. D. Gvozdev

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: vgvozdev2006@yandex.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

K. N. Shavrin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: vgvozdev2006@yandex.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

O. M. Nefedov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: vgvozdev2006@yandex.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991


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