New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles
- Authors: Gvozdev V.D.1, Shavrin K.N.1, Nefedov O.M.1
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Issue: Vol 68, No 11 (2019)
- Pages: 2108-2113
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/243535
- DOI: https://doi.org/10.1007/s11172-019-2674-1
- ID: 243535
Cite item
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