The iron(:II)-catalyzed cross-coupling reaction between Grignard reagents and acyl \_\_\_chlorides was found to be widely applicable to the synthesis of various functionalized ketones in good yields under mild conditions; the series of examples includes the synthesis of chiral methyl ketones and sym
Non-wittig type reaction of tebbe reagent with acyl chloride
β Scribed by Ta-Shue chou; Sung-Ben Huang
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 126 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Reactions between Tebbe reagent and acyl chlorides proceeded in non-Wittig type manner, giving the corresponding methyl ketones. A possible reaction mechanism is discussed.
Recently, biscyclopentadienyl titanium-p-chloro-p-methylidene bismethyl aluminum 1 ( Tebbe reagent ) and its aluminum free analogues have received considerable attention 2-6 -
π SIMILAR VOLUMES
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TABLE Cross-Coupling Reactions of Acyl Chlorides with Grignard Reagents in the Presence of Fe(acac)3 as a Catalysta. R-C+ 0 3% Fe(acac)3 0 + 'Cl R'MgXb THF R-C< R' Entry R R' Temp Yield in KetoneC % 1 CH3(Ct& CH3 r.t. 84 2 CH3(CH2)4 CH3(C"2)4 r.t. 82 3 CH3 CH3(CH2)8 r.t. 82 4 CH3 CH3(CH2)9 r.t. 80 5