This article is cited in 9 scientific papers (total in 9 papers)
Selective Reduction and Dehydrogenation of 6-Benzylideneoctahydropyrrolo[1,2-a]Pyrimidines and 5-Benzylidenehexahydropyrrolo[1,2-a]Imidazoles as New Approaches to N-(ω-Aminoalkyl)Pyrrolidines and Bicyclic Amidines
Abstract:
Sodium borohydride reduction of 6-benzylideneoctahydropyrrolo[1,2-a]pyrimidines and 5-benzylidenehexahydropyrrolo[1,2-a]imidazoles affords N-(w-aminoalkyl)pyrrolidines, whereas these substrates react with H2 or cyclohexene in the presence of catalytic amounts of Pd/C to give benzyl- or benzylidene-substituted bicyclic amidines, respectively.
Citation:
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Selective Reduction and Dehydrogenation of 6-Benzylideneoctahydropyrrolo[1,2-a]Pyrimidines and 5-Benzylidenehexahydropyrrolo[1,2-a]Imidazoles as New Approaches to N-(ω-Aminoalkyl)Pyrrolidines and Bicyclic Amidines”, Mendeleev Commun., 23:1 (2013), 31–33
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This publication is cited in the following 9 articles:
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Cédric Theunissen, Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, 2024
E. González-Zamora, A. Islas-Jácome, Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, 2020
R. N. Mehrotra, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2013, 2016, 91
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “One-pot synthesis of 1-arylmethylidene-1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]-[3,1]benzoxazines and 1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]-quinazolines from 5-arylalk-4-ynals and o-aminobenzylic alcohol/amine”, Mendeleev Commun., 25:5 (2015), 329–331
V. D. Gvozdev, K. N. Shavrin, O. M. Nefedov, “A new synthesis of bicyclic N,O- and N,S-enaminals by the anionic cyclization of alk-4-ynals with amino alcohols and amino thiols”, Russ Chem Bull, 63:2 (2014), 409
Konstantin N. Shavrin, Valentin D. Gvozdev, Oleg M. Nefedov, “ChemInform Abstract: Selective Reduction and Dehydrogenation of 6‐Benzylideneoctahydropyrrolo[1,2‐a]pyrimidines and 5‐Benzylidenehexahydropyrrolo[1,2‐a]imidazoles as New Approaches to N‐(ω‐Aminoalkyl)pyrrolidines and Bicyclic Amidines.”, ChemInform, 44:24 (2013)
V. D. Gvozdev, K. N. Shavrin, O. M. Nefedov, “Synthesis of bicyclic N,N-enaminals by cyclization of alk-4-ynals with aliphatic diamines in DMSO upon treatment with KOH”, Russ Chem Bull, 62:11 (2013), 2430
K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, “Synthesis of 6-(arylmethylidene)octahydropyrrolo[1,2-a]pyrimidines and 5-(arylmethylidene)hexahydropyrrolo[1,2-a]imidazoles by the interaction of alk-4-ynals with a,?-diaminoalkanes in DMSO in the presence of KOH”, Mendeleev Commun., 23:3 (2013), 140–141
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