Synthesis of glycolurils and their analogues
Glycolurils — tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-diones — have found widespread applications in various fields of science and technology. Among them, there are pharmacologically active compounds (antibacterial, nootropic, neurotropic agents, etc.), explosives, gelators, etc. They are used as building blocks in supramolecular chemistry. Therefore, the development of new methods for the synthesis of glycolurils and their analogues has constantly attracted the attention of researchers. In this review, we analyze various approaches to the synthesis of glycolurils and their analogues. The review covers both classical reactions of ureas and related compounds with α-dicarbonyl compounds or with 4,5-dihydroxyimida-zolidin-2-ones (-thiones) and their imino analogues and new original reactions of 4,5-dihydroxyimidazolidin-2-ones (-thiones), imidazolinones and their bicyclic analogues with ureas and KNCS in the presence of acids, condensations of 1,4-disubstituted 1,4-diaza-1,3-dienes with isocyanic and/or isothiocyanic acids or isocyanates, triazine ring contraction in imidazotriazines to give the imidazolidine ring, and transformations of urazoles.
The bibliography includes 129 references.
Citations by journals
1
2
3
4
5
6
|
|
Mendeleev Communications
|
Mendeleev Communications
6 publications, 14.29%
|
Russian Chemical Bulletin
|
Russian Chemical Bulletin
5 publications, 11.9%
|
Journal of Molecular Liquids
|
Journal of Molecular Liquids
4 publications, 9.52%
|
Chemistry of Heterocyclic Compounds
|
Chemistry of Heterocyclic Compounds
3 publications, 7.14%
|
Russian Chemical Reviews
|
Russian Chemical Reviews
3 publications, 7.14%
|
Journal of Fluorine Chemistry
|
Journal of Fluorine Chemistry
2 publications, 4.76%
|
Russian Journal of Organic Chemistry
|
Russian Journal of Organic Chemistry
2 publications, 4.76%
|
AIP Conference Proceedings
|
AIP Conference Proceedings
2 publications, 4.76%
|
Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya
|
Izvestiya Vysshikh Uchebnykh Zavedenii, Seriya Khimiya i Khimicheskaya Tekhnologiya
2 publications, 4.76%
|
Synthesis
|
Synthesis
1 publication, 2.38%
|
Advances in Heterocyclic Chemistry
|
Advances in Heterocyclic Chemistry
1 publication, 2.38%
|
Tetrahedron Letters
|
Tetrahedron Letters
1 publication, 2.38%
|
CrystEngComm
|
CrystEngComm
1 publication, 2.38%
|
Acta Crystallographica Section E: Crystallographic Communications
|
Acta Crystallographica Section E: Crystallographic Communications
1 publication, 2.38%
|
Journal of Electroanalytical Chemistry
|
Journal of Electroanalytical Chemistry
1 publication, 2.38%
|
Chemistry - A European Journal
|
Chemistry - A European Journal
1 publication, 2.38%
|
Journal of Sulfur Chemistry
|
Journal of Sulfur Chemistry
1 publication, 2.38%
|
Russian Journal of General Chemistry
|
Russian Journal of General Chemistry
1 publication, 2.38%
|
ChemistrySelect
|
ChemistrySelect
1 publication, 2.38%
|
Reviews and Advances in Chemistry
|
Reviews and Advances in Chemistry
1 publication, 2.38%
|
Synlett
|
Synlett
1 publication, 2.38%
|
Journal of Saudi Chemical Society
|
Journal of Saudi Chemical Society
1 publication, 2.38%
|
1
2
3
4
5
6
|
Citations by publishers
2
4
6
8
10
12
14
16
|
|
Elsevier
|
Elsevier
15 publications, 35.71%
|
Springer Nature
|
Springer Nature
8 publications, 19.05%
|
Pleiades Publishing
|
Pleiades Publishing
4 publications, 9.52%
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
3 publications, 7.14%
|
Thieme
|
Thieme
2 publications, 4.76%
|
Wiley
|
Wiley
2 publications, 4.76%
|
American Institute of Physics (AIP)
|
American Institute of Physics (AIP)
2 publications, 4.76%
|
Ivanovo State University of Chemistry and Technology
|
Ivanovo State University of Chemistry and Technology
2 publications, 4.76%
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
1 publication, 2.38%
|
International Union of Crystallography (IUCr)
|
International Union of Crystallography (IUCr)
1 publication, 2.38%
|
Taylor & Francis
|
Taylor & Francis
1 publication, 2.38%
|
King Saud University
|
King Saud University
1 publication, 2.38%
|
2
4
6
8
10
12
14
16
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.