Ruthenium-Catalyzed Coupling of Aromatic Carbon-Hydrogen Bonds in Aromatic Imidates with Olefins
- 1 January 1999
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 28 (1) , 19-20
- https://doi.org/10.1246/cl.1999.19
Abstract
Catalytic C-H/olefin coupling can be directed by N,O-heterocyclic substituents. The Ru3(CO)12-catalyzed reaction of 4,4-dimethyl-2-(2-methylphenyl)-5,6-dihydro-4H-1,3-oxazine (1) with triethoxyvinylsilane gave a mixture of the corresponding 1:1 addition product (3a) and its olefinic analogue (3b) in good yields in ca. a 1:1 ratio. In the case of the reaction of 4,4-dimethyl-2-(2-methylphenyl)-4,5-dihydro-1,3-oxazole (7), the olefinic analogue (8b) of the coupling product (8a) was obtained as the major product. The existence of a new reaction pathway is discussed.Keywords
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