Ruthenium-catalyzed coupling of aromatic carbon-hydrogen bonds in aromatic imidates with olefins

Fumitoshi Kakiuchi, Taisuke Sato, Masakazu Yamauchi, Naoto Chatani, Shinji Murai

Research output: Contribution to journalArticle

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Abstract

Catalytic C-H/olefin coupling can be directed by N,Oheterocyclic 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.

Original languageEnglish
Pages (from-to)19-20
Number of pages2
JournalChemistry Letters
Issue number1
Publication statusPublished - 1999
Externally publishedYes

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Imidoesters
Oxazoles
Ruthenium
Alkenes
Carbon Monoxide
Hydrogen bonds
Carbon
vinyltriethoxysilane
oxazine 1

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Ruthenium-catalyzed coupling of aromatic carbon-hydrogen bonds in aromatic imidates with olefins. / Kakiuchi, Fumitoshi; Sato, Taisuke; Yamauchi, Masakazu; Chatani, Naoto; Murai, Shinji.

In: Chemistry Letters, No. 1, 1999, p. 19-20.

Research output: Contribution to journalArticle

Kakiuchi, Fumitoshi ; Sato, Taisuke ; Yamauchi, Masakazu ; Chatani, Naoto ; Murai, Shinji. / Ruthenium-catalyzed coupling of aromatic carbon-hydrogen bonds in aromatic imidates with olefins. In: Chemistry Letters. 1999 ; No. 1. pp. 19-20.
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AU - Murai, Shinji

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