Ruthenium-Catalyzed Coupling of Aromatic Carbon-Hydrogen Bonds in Aromatic Imidates with Olefins.

Accession number;99A0156426
Title;Ruthenium-Catalyzed Coupling of Aromatic Carbon-Hydrogen Bonds in Aromatic Imidates with Olefins.
Author; KAKIUCHI F (Osaka Univ., Osaka) SATO T (Osaka Univ., Osaka) YAMAUCHI M (Osaka Univ., Osaka) CHATANI Y (Osaka Univ., Osaka) MURAI S (Osaka Univ., Osaka)
Journal Title;Chem Lett
Journal Code:S0742A
ISSN:0366-7022
VOL.;NO.1;PAGE.19-20(1999)
Figure&Table&Reference;TBL.2, REF.14
Pub. Country;Japan
Language;English
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 rnixture 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 4,4dimethyl-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. (author abst.)
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