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

Literature Information

Publication Date 2004-03-18
DOI 10.1039/B315919A
Impact Factor 6.222
Authors

Miklós Czaun, László Párkányi


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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 CuI2CuII(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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