Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles: Synthesis of novel aza-steroid analogues

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OriginalspracheEnglisch
Seiten (von - bis)1413-1418
Seitenumfang6
FachzeitschriftTetrahedron
Jahrgang71
Ausgabenummer9
PublikationsstatusVeröffentlicht - 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.

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Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles: Synthesis of novel aza-steroid analogues. / Ghozlan, Said A.S.; Abdelmoniem, Amr M.; Butenschön, Holger et al.
in: Tetrahedron, Jahrgang 71, Nr. 9, 15.01.2015, S. 1413-1418.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Ghozlan SAS, Abdelmoniem AM, Butenschön H, Abdelhamid IA. Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles: Synthesis of novel aza-steroid analogues. Tetrahedron. 2015 Jan 15;71(9):1413-1418. doi: 10.1016/j.tet.2015.01.026
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title = "Discrepancies in the reactivity pattern of azaenamines towards cinnamonitriles: Synthesis of novel aza-steroid analogues",
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.",
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note = "Funding Information: Ismail Abdelshafy Abdelhamid and Amr Mohamed Abdelmoniem gratefully acknowledge postdoctoral fellowships by the Alexander von Humboldt foundation (AvH). Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd. All rights reserved. Copyright: Copyright 2015 Elsevier B.V., All rights reserved.",
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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.

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KW - Michael addition

KW - New reactivity pattern

KW - Steroidal phenanthrenes

KW - α,β-Substituted nitriles

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JO - Tetrahedron

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