Details
| Original language | English |
|---|---|
| Article number | e202300009 |
| Number of pages | 7 |
| Journal | CHEMISTRYOPEN |
| Volume | 12 |
| Issue number | 3 |
| Early online date | 28 Feb 2023 |
| Publication status | Published - Mar 2023 |
Abstract
New Azacycles by One-Pot Three-Component Hantzsch-Like Synthesis of Tetra(hexa)azacyclopenta[a]anthracenes, Tetraazaindeno[5,4-b]fluorenes, and Oxatetraazacyclopenta[m]tetraphenes (H. Butenschön, I. A. Abdelhamid et al.) #OpenAccess. Multicomponent reactions (MCRs) are envisaged as an entry point for the synthesis of heterocyclic compounds with interesting biological activities. An efficient approach to annelated tetra(hexa)azacyclopenta[a]anthracenes, tetraazaindeno[5,4-b]fluorenes, and oxatetraazacyclopenta[m]tetraphene was accomplished using a three-component reaction involving 7-amino-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-5-one with aromatic aldehydes and the corresponding active 1,3-dicarbonyl compounds (namely, dimedone, 1,3-dimethylbarbituric acid, 1,3-indanedione, and 4-hydroxycoumarine). The reactions were conducted in glacial acetic acid at reflux for 5 h to give the desired products in good yields (62–83 %). The chemical constitutions of all new products were confirmed spectroscopically.
Keywords
- heterocycles, multicomponent reactions, oxatetraaza-cyclopenta[m]tetraphene, polyaza-cyclopenta[a]anthracenes, tetraaza-indeno[5,4-b]fluorenes
ASJC Scopus subject areas
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In: CHEMISTRYOPEN, Vol. 12, No. 3, e202300009, 03.2023.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - New Azacycles by One-Pot Three-Component Hantzsch-Like Synthesis of Tetra(hexa)azacyclopenta[a]anthracenes, Tetraazaindeno[5,4-b]fluorenes, and Oxatetraazacyclopenta[m]tetraphenes
AU - Abdelmoniem, Amr M.
AU - Ramadan, Muhammed A.
AU - Ghozlan, Said A.S.
AU - Butenschön, Holger
AU - Abdelhamid, Ismail A.
N1 - Funding Information: Amr M. Abdelmoniem and Ismail A. Abdelhamid acknowledge the Alexander von Humboldt Foundation for research fellowships.
PY - 2023/3
Y1 - 2023/3
N2 - New Azacycles by One-Pot Three-Component Hantzsch-Like Synthesis of Tetra(hexa)azacyclopenta[a]anthracenes, Tetraazaindeno[5,4-b]fluorenes, and Oxatetraazacyclopenta[m]tetraphenes (H. Butenschön, I. A. Abdelhamid et al.) #OpenAccess. Multicomponent reactions (MCRs) are envisaged as an entry point for the synthesis of heterocyclic compounds with interesting biological activities. An efficient approach to annelated tetra(hexa)azacyclopenta[a]anthracenes, tetraazaindeno[5,4-b]fluorenes, and oxatetraazacyclopenta[m]tetraphene was accomplished using a three-component reaction involving 7-amino-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-5-one with aromatic aldehydes and the corresponding active 1,3-dicarbonyl compounds (namely, dimedone, 1,3-dimethylbarbituric acid, 1,3-indanedione, and 4-hydroxycoumarine). The reactions were conducted in glacial acetic acid at reflux for 5 h to give the desired products in good yields (62–83 %). The chemical constitutions of all new products were confirmed spectroscopically.
AB - New Azacycles by One-Pot Three-Component Hantzsch-Like Synthesis of Tetra(hexa)azacyclopenta[a]anthracenes, Tetraazaindeno[5,4-b]fluorenes, and Oxatetraazacyclopenta[m]tetraphenes (H. Butenschön, I. A. Abdelhamid et al.) #OpenAccess. Multicomponent reactions (MCRs) are envisaged as an entry point for the synthesis of heterocyclic compounds with interesting biological activities. An efficient approach to annelated tetra(hexa)azacyclopenta[a]anthracenes, tetraazaindeno[5,4-b]fluorenes, and oxatetraazacyclopenta[m]tetraphene was accomplished using a three-component reaction involving 7-amino-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-5-one with aromatic aldehydes and the corresponding active 1,3-dicarbonyl compounds (namely, dimedone, 1,3-dimethylbarbituric acid, 1,3-indanedione, and 4-hydroxycoumarine). The reactions were conducted in glacial acetic acid at reflux for 5 h to give the desired products in good yields (62–83 %). The chemical constitutions of all new products were confirmed spectroscopically.
KW - heterocycles
KW - multicomponent reactions
KW - oxatetraaza-cyclopenta[m]tetraphene
KW - polyaza-cyclopenta[a]anthracenes
KW - tetraaza-indeno[5,4-b]fluorenes
UR - http://www.scopus.com/inward/record.url?scp=85150977190&partnerID=8YFLogxK
U2 - 10.1002/open.202300009
DO - 10.1002/open.202300009
M3 - Article
AN - SCOPUS:85150977190
VL - 12
JO - CHEMISTRYOPEN
JF - CHEMISTRYOPEN
SN - 2191-1363
IS - 3
M1 - e202300009
ER -