The oxidative addition of aromatic and benzylic halides to activated metallic nickel occurred under mild conditions to give the corresponding dehalogenative coupled products in good yields. Zero-valent, transition metals in the metallic state generally do not undergo smooth oxidative addition of org
Metallic nickel: A coupling reagent of benzyl halides and acyl halides to yield benzyl ketones
β Scribed by Shin-ichi Inaba; Reuben D. Rieke
- Book ID
- 104217402
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 132 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Metallic nickel was found to be a convenient reductive coupling reagent for the preparation of benzyl ketones by the reaction of benzyl halides with acyl halides. The coupling reaction of acyl halides with organometallic reagents such as organomagnesium, zinc, cadmium,') and copper') compounds is an extremely useful tool for the synthesis of ketones. Recently, palladium-phosphine complexes have been employed as catalysts for the reaction with organozinc,3) tin,4) and mercury5) compounds utilizing easy oxidative addition of acyl halides to palladium.
Table I. Coupling reaction of benzyl halides with acyl halides mediated by metallic nickel Benzyl
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