Abstract:
One-pot cyclization of alk-4-ynals with primary aliphatic amines and azoles in DMSO under the action of KOH affords 1-alkyl-2-azolyl-5-arylmethylidenepyrrolidines. Similar processes with lithium monoalkylamides in THF give rise to 3-iminocyclopentenes.
Citation:
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “New selective cyclizations of alk-4-ynals with primary amines and azoles:one-pot synthesis of 2-azolylpyrrolidines and 3-iminocyclopentenes”, Mendeleev Commun., 28:2 (2018), 123–125
Linking options:
https://www.mathnet.ru/eng/mendc1684
https://www.mathnet.ru/eng/mendc/v28/i2/p123
This publication is cited in the following 2 articles:
Yu. V. Tomilov, L. G. Menchikov, E. A. Shapiro, V. D. Gvozdev, K. N. Shavrin, N. V. Volchkov, M. B. Lipkind, M. P. Egorov, S. E. Boganov, V. N. Khabashesku, E. G. Baskir, “Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov's laboratory”, Mendeleev Commun., 31:6 (2021), 750–768
V. D. Gvozdev, K. N. Shavrin, O. M. Nefedov, “New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles”, Russ Chem Bull, 68:11 (2019), 2108