Эта публикация цитируется в 15 научных статьях (всего в 15 статьях)
1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter
Аннотация:
A new synthetic approach to 1-(alk-1-ynyl)cyclopropenes 2 by the reaction of 1-(alk-1-ynyl)-1-chlorocyclopropanes 1 with lithium N,N-dialkylamides has been developed. Alkynylcyclopropenes 2, obtained by this method in situ or isolated in individual state can add dialkylamide anions across the double bond of the cyclopropene fragment to give hitherto unknown alkynyl-(dialkylamino)cyclopropanes 3, 4.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
K. N. Shavrin, V. D. Gvozdev, D. V. Budanov, S. V. Yurov, O. M. Nefedov, “1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter”, Mendeleev Commun., 16:2 (2006), 73–76
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc3524
https://www.mathnet.ru/rus/mendc/v16/i2/p73
Эта публикация цитируется в следующих 15 статьяx:
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, “Electrophilic functionalization of N-substituted vicinal alkynyl(amino)cyclopropanes via selective lithiation”, Russ Chem Bull, 72:8 (2023), 1781
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, “Regio- and stereoselective synthesis of functionalized N-Boc-2-alkynylcyclopropylamines”, Russ Chem Bull, 71:8 (2022), 1830
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “Methods for the synthesis of functionalized alkynylcyclopropanes”, Russ Chem Bull, 70:11 (2021), 2051
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “Synthesis of vicinal (alkylamino)alkynylcyclopropanes from geminal alkynyl(chloro)cyclopropanes”, Mendeleev Commun., 31:5 (2021), 654–656
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, “Lithiation of 1-alkynyl-1-chlorocyclopropanes and subsequent reactions with electrophilic reagents: synthesis of functionalized alkynyl- and vinylidenecyclopropanes”, Russ Chem Bull, 68:7 (2019), 1384
Vladimir A. Maslivetc, Liliya V. Frolova, Snezna Rogelj, Anna A. Maslivetc, Marina Rubina, Michael Rubin, “Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo-trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates”, J. Org. Chem., 83:22 (2018), 13743
Vladimir A. Maslivetc, Danielle N. Turner, Kimberly N. McNair, Liliya Frolova, Snezna Rogelj, Anna A. Maslivetc, Nicolai A. Aksenov, Marina Rubina, Michael Rubin, “Desymmetrization of Cyclopropenes via the Potassium-Templated Diastereoselective 7-exo-trig Cycloaddition of Tethered Amino Alcohols toward Enantiopure Cyclopropane-Fused Oxazepanones with Antimycobacterial Activity”, J. Org. Chem., 83:10 (2018), 5650
Vladimir Maslivetc, Colby Barrett, Nicolai A. Aksenov, Marina Rubina, Michael Rubin, “Intramolecular nucleophilic addition of carbanions generated from N-benzylamides to cyclopropenes”, Org. Biomol. Chem., 16:2 (2018), 285
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Synthesis of 5-methylidenehexahydropyrrolo[l,2-a]imidazoles and 6-methylideneoctahydropyrrolo[l,2-a]pyrimidines by the reaction of 1-alkynyl-1-chlorocyclopropanes with lithium derivatives of 1,2- and 1,3-diaminoalkanes”, Russ Chem Bull, 59:7 (2010), 1451
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Synthesis of 1-alkynyl-2-dialkylaminocyclopropanes and 1-alkynyl-2-diazolylcyclopropanes by reactions of 1-alkynyl-1-chlorocyclopropanes with amines and their lithium derivatives”, Russ Chem Bull, 59:2 (2010), 396
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Reactions of 1-(alk-1-ynyl)-1-chlorocyclopropanes with arenethiols and alkanethiols in dimethyl sulfoxide in the presense of KOH”, Russ Chem Bull, 58:12 (2009), 2432
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Reaction of 1-(alk-1-ynyl)-1-halocyclopropanes with alcohols and phenol in KOH/DMSO as a method for the synthesis of 2-alkoxy-1-alkynyl- and 1-alkynyl-2-phenoxycyclopropanes”, Russ Chem Bull, 57:10 (2008), 2117
K. N. Shavrin, V. D. Gvozdev, S. V. Yurov, O. M. Nefedov, “Unusual reactions of 1-(alk-1-ynyl)-1-chlorocyclopropanes with lithium monoalkylamides”, Mendeleev Commun., 18:1 (2008), 16–17
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “5-Methylenehexahydropyrrolo[1,2-a]imidazoles and 6-methyleneoctahydropyrrolo[1,2-a]pyrimidines in the reactions of 1-(alk-1-ynyl)-1-chlorocyclopropanes with lithium derivatives of 1,2- and 1,3-diaminoalkanes”, Mendeleev Commun., 18:6 (2008), 300–301
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