Details
| Original language | English |
|---|---|
| Pages (from-to) | 1413-1418 |
| Number of pages | 6 |
| Journal | Tetrahedron |
| Volume | 71 |
| Issue number | 9 |
| Publication status | Published - 15 Jan 2015 |
Abstract
Azaenamine incorporating pyrazole-4-carboxylate is prepared and allowed to react with α,β-substituted nitriles. A new reactivity pattern was observed leading to the formation of substituted pyrazolo[4′,3′-5,6]pyrimido[2,1-a]phthalazine-9-carbonitriles, which can be considered as aromatic aza-steroid analogues.
Keywords
- Azaenamine, Michael addition, New reactivity pattern, Steroidal phenanthrenes, α,β-Substituted nitriles
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Organic Chemistry
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In: Tetrahedron, Vol. 71, No. 9, 15.01.2015, p. 1413-1418.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles
T2 - Synthesis of novel aza-steroid analogues
AU - Ghozlan, Said A.S.
AU - Abdelmoniem, Amr M.
AU - Butenschön, Holger
AU - Abdelhamid, Ismail A.
N1 - Funding Information: Ismail Abdelshafy Abdelhamid and Amr Mohamed Abdelmoniem gratefully acknowledge postdoctoral fellowships by the Alexander von Humboldt foundation (AvH). Publisher Copyright: © 2015 Elsevier Ltd. All rights reserved. Copyright: Copyright 2015 Elsevier B.V., All rights reserved.
PY - 2015/1/15
Y1 - 2015/1/15
N2 - Azaenamine incorporating pyrazole-4-carboxylate is prepared and allowed to react with α,β-substituted nitriles. A new reactivity pattern was observed leading to the formation of substituted pyrazolo[4′,3′-5,6]pyrimido[2,1-a]phthalazine-9-carbonitriles, which can be considered as aromatic aza-steroid analogues.
AB - Azaenamine incorporating pyrazole-4-carboxylate is prepared and allowed to react with α,β-substituted nitriles. A new reactivity pattern was observed leading to the formation of substituted pyrazolo[4′,3′-5,6]pyrimido[2,1-a]phthalazine-9-carbonitriles, which can be considered as aromatic aza-steroid analogues.
KW - Azaenamine
KW - Michael addition
KW - New reactivity pattern
KW - Steroidal phenanthrenes
KW - α,β-Substituted nitriles
UR - http://www.scopus.com/inward/record.url?scp=84922753938&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2015.01.026
DO - 10.1016/j.tet.2015.01.026
M3 - Article
AN - SCOPUS:84922753938
VL - 71
SP - 1413
EP - 1418
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 9
ER -