Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines

Iryna O. Lebedyeva; V'Yacheslav M. Povstyanoy; Aleksey B. Ryabitskii; Oleksandr Panasyuk; Evgen Ivahnenko; Vera P. Lozova; Igor Markevich; Svitlana Allakhverdova; Mykhaylo V. Povstyanoy

doi:10.1002/ejoc.201300360

Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines

Iryna O. Lebedyeva, V'Yacheslav M. Povstyanoy, Aleksey B. Ryabitskii, Oleksandr Panasyuk, Evgen Ivahnenko, Vera P. Lozova, Igor Markevich, Svitlana Allakhverdova, Mykhaylo V. Povstyanoy

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the corresponding diazepine moieties. In addition, modification of the reaction conditions led to the formation of imidazo[2,1-f]purines. Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the diazepine moiety. Modification of the reaction conditions led to the formation of imidazo[2,1-f]purines.

Original language	English (US)
Pages (from-to)	4594-4606
Number of pages	13
Journal	European Journal of Organic Chemistry
Issue number	21
DOIs	https://doi.org/10.1002/ejoc.201300360
State	Published - Jul 2013
Externally published	Yes

Keywords

Alkaloids
Cyclization
Fused-ring systems
Medicinal chemistry
Nitrogen heterocycles

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201300360

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Lebedyeva, I. O., Povstyanoy, VY. M., Ryabitskii, A. B., Panasyuk, O., Ivahnenko, E., Lozova, V. P., Markevich, I., Allakhverdova, S., & Povstyanoy, M. V. (2013). Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines. European Journal of Organic Chemistry, (21), 4594-4606. https://doi.org/10.1002/ejoc.201300360

@article{e931c71dc5254899a2e6e2dd2a817fe5,

title = "Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines",

abstract = "Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the corresponding diazepine moieties. In addition, modification of the reaction conditions led to the formation of imidazo[2,1-f]purines. Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the diazepine moiety. Modification of the reaction conditions led to the formation of imidazo[2,1-f]purines.",

keywords = "Alkaloids, Cyclization, Fused-ring systems, Medicinal chemistry, Nitrogen heterocycles",

author = "Lebedyeva, {Iryna O.} and Povstyanoy, {V'Yacheslav M.} and Ryabitskii, {Aleksey B.} and Oleksandr Panasyuk and Evgen Ivahnenko and Lozova, {Vera P.} and Igor Markevich and Svitlana Allakhverdova and Povstyanoy, {Mykhaylo V.}",

year = "2013",

month = jul,

doi = "10.1002/ejoc.201300360",

language = "English (US)",

pages = "4594--4606",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "21",

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TY - JOUR

T1 - Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines

AU - Lebedyeva, Iryna O.

AU - Povstyanoy, V'Yacheslav M.

AU - Ryabitskii, Aleksey B.

AU - Panasyuk, Oleksandr

AU - Ivahnenko, Evgen

AU - Lozova, Vera P.

AU - Markevich, Igor

AU - Allakhverdova, Svitlana

AU - Povstyanoy, Mykhaylo V.

PY - 2013/7

Y1 - 2013/7

N2 - Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the corresponding diazepine moieties. In addition, modification of the reaction conditions led to the formation of imidazo[2,1-f]purines. Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the diazepine moiety. Modification of the reaction conditions led to the formation of imidazo[2,1-f]purines.

AB - Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the corresponding diazepine moieties. In addition, modification of the reaction conditions led to the formation of imidazo[2,1-f]purines. Polyheterocyclic pyrimidinyltheophyllines have been synthesized from pyrimidine and theophylline precursors. Attempts to cyclize these reactive bis-heterocyclic systems resulted in the formation of the diazepine moiety. Modification of the reaction conditions led to the formation of imidazo[2,1-f]purines.

KW - Alkaloids

KW - Cyclization

KW - Fused-ring systems

KW - Medicinal chemistry

KW - Nitrogen heterocycles

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U2 - 10.1002/ejoc.201300360

DO - 10.1002/ejoc.201300360

M3 - Article

AN - SCOPUS:84880042374

SN - 1434-193X

SP - 4594

EP - 4606

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 21

ER -

Theophyllinylpyrimidine scaffolds undergo intramolecular cyclization reactions to form 1,3-diazepines and imidazopurines

Abstract

Keywords

ASJC Scopus subject areas

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