Facile copper-mediated activation of the N-H bond and the oxidative cleavage of the C2-C3 bond in 1H-2-phenyl-3-hydroxy-4-oxoquinoline

Miklós Czaun, G. Speier, L. Párkányí

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5 Citations (Scopus)

Abstract

The reaction of 1H-2-phenyl-3-hydroxy-4-oxoquinoline (PhquinH2; 1) with metallic copper leads to CuII(PhquinH)2 while in the presence of PPh3 to Cu12Cu II(Phquin)2(PPh3)4. In the presence of tmeda and O2 ring cleavage occurs to give CuII(tmeda) (PhquinH)(N-baa). Both reactions represent a mild N-H activation and an oxidative C-C bond scission.

Original languageEnglish
Pages (from-to)1004-1005
Number of pages2
JournalChemical Communications
Volume10
Issue number8
Publication statusPublished - Apr 21 2004

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4-Quinolones
Copper
Chemical activation

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Facile copper-mediated activation of the N-H bond and the oxidative cleavage of the C2-C3 bond in 1H-2-phenyl-3-hydroxy-4-oxoquinoline",
abstract = "The reaction of 1H-2-phenyl-3-hydroxy-4-oxoquinoline (PhquinH2; 1) with metallic copper leads to CuII(PhquinH)2 while in the presence of PPh3 to Cu12Cu II(Phquin)2(PPh3)4. In the presence of tmeda and O2 ring cleavage occurs to give CuII(tmeda) (PhquinH)(N-baa). Both reactions represent a mild N-H activation and an oxidative C-C bond scission.",
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T1 - Facile copper-mediated activation of the N-H bond and the oxidative cleavage of the C2-C3 bond in 1H-2-phenyl-3-hydroxy-4-oxoquinoline

AU - Czaun, Miklós

AU - Speier, G.

AU - Párkányí, L.

PY - 2004/4/21

Y1 - 2004/4/21

N2 - The reaction of 1H-2-phenyl-3-hydroxy-4-oxoquinoline (PhquinH2; 1) with metallic copper leads to CuII(PhquinH)2 while in the presence of PPh3 to Cu12Cu II(Phquin)2(PPh3)4. In the presence of tmeda and O2 ring cleavage occurs to give CuII(tmeda) (PhquinH)(N-baa). Both reactions represent a mild N-H activation and an oxidative C-C bond scission.

AB - The reaction of 1H-2-phenyl-3-hydroxy-4-oxoquinoline (PhquinH2; 1) with metallic copper leads to CuII(PhquinH)2 while in the presence of PPh3 to Cu12Cu II(Phquin)2(PPh3)4. In the presence of tmeda and O2 ring cleavage occurs to give CuII(tmeda) (PhquinH)(N-baa). Both reactions represent a mild N-H activation and an oxidative C-C bond scission.

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M3 - Article

VL - 10

SP - 1004

EP - 1005

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

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