Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence
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2021
Authors
Simić, MilenaJovanović, Predrag
Petković, Miloš
Tasić, Gordana
Jovanović, Miloš
Savić, Vladimir
Article (Published version)
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Show full item recordAbstract
Octahydro-dipyrroloquinoline skeleton is the building component of a very few naturally occurring compounds. Nevertheless, these natural products have been attractive synthetic targets, and their study commanded development of efficient synthesis of this core. While the reported methods are based on the dimerization procedure of N-arylpyrrolidines of N-arylhomopropargyl amines, our approach relay on dipolar cycloaddition/amination sequence. This strategic approach allows sequential introduction of aromatic moieties increasing the product diversity and hence may be useful in further exploration of incargranine B or seneciobipyrrolidine derivatives.
Source:
Journal of Heterocyclic Chemistry, 2021Publisher:
- Wiley, HeteroCorporation
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200161 (University of Belgrade, Faculty of Pharmacy) (RS-MESTD-inst-2020-200161)
- FP7 RegPot project FCUB ERA GA No. 256716
DOI: 10.1002/jhet.4303
ISSN: 0022-152X
WoS: 000654632400001
Scopus: 2-s2.0-85106458850
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PharmacyTY - JOUR AU - Simić, Milena AU - Jovanović, Predrag AU - Petković, Miloš AU - Tasić, Gordana AU - Jovanović, Miloš AU - Savić, Vladimir PY - 2021 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3908 AB - Octahydro-dipyrroloquinoline skeleton is the building component of a very few naturally occurring compounds. Nevertheless, these natural products have been attractive synthetic targets, and their study commanded development of efficient synthesis of this core. While the reported methods are based on the dimerization procedure of N-arylpyrrolidines of N-arylhomopropargyl amines, our approach relay on dipolar cycloaddition/amination sequence. This strategic approach allows sequential introduction of aromatic moieties increasing the product diversity and hence may be useful in further exploration of incargranine B or seneciobipyrrolidine derivatives. PB - Wiley, HeteroCorporation T2 - Journal of Heterocyclic Chemistry T1 - Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence DO - 10.1002/jhet.4303 ER -
@article{ author = "Simić, Milena and Jovanović, Predrag and Petković, Miloš and Tasić, Gordana and Jovanović, Miloš and Savić, Vladimir", year = "2021", abstract = "Octahydro-dipyrroloquinoline skeleton is the building component of a very few naturally occurring compounds. Nevertheless, these natural products have been attractive synthetic targets, and their study commanded development of efficient synthesis of this core. While the reported methods are based on the dimerization procedure of N-arylpyrrolidines of N-arylhomopropargyl amines, our approach relay on dipolar cycloaddition/amination sequence. This strategic approach allows sequential introduction of aromatic moieties increasing the product diversity and hence may be useful in further exploration of incargranine B or seneciobipyrrolidine derivatives.", publisher = "Wiley, HeteroCorporation", journal = "Journal of Heterocyclic Chemistry", title = "Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence", doi = "10.1002/jhet.4303" }
Simić, M., Jovanović, P., Petković, M., Tasić, G., Jovanović, M.,& Savić, V.. (2021). Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence. in Journal of Heterocyclic Chemistry Wiley, HeteroCorporation.. https://doi.org/10.1002/jhet.4303
Simić M, Jovanović P, Petković M, Tasić G, Jovanović M, Savić V. Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence. in Journal of Heterocyclic Chemistry. 2021;. doi:10.1002/jhet.4303 .
Simić, Milena, Jovanović, Predrag, Petković, Miloš, Tasić, Gordana, Jovanović, Miloš, Savić, Vladimir, "Toward the synthesis of incargranine B and seneciobipyrrolidine. Synthesis of octahydro-dipyrroloquinoline skeleton via dipolar cycloaddition/amination sequence" in Journal of Heterocyclic Chemistry (2021), https://doi.org/10.1002/jhet.4303 . .