- Novel Rh catalysis in cross-coupling between alkyl halides and arylzinc compounds possessing ortho-COX (X = OR, NMe2, or Ph) groups
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Rh-dppf was found to be an efficient catalyst for the cross-coupling between primary alkyl halides bearings-hydrogens and arylzinc compounds possessing carbonyl groups such as ester, amide, or ketone at the ortho position. Various functional groups such as ester, nitrite, or acyloxylate moieties on the halides were tolerated under the catalysis conditions. Arylzinc compounds free of ortho-carbonyl groups reacted well with ethyl 3-iodopropanoate, suggesting that the essential intramolecular interaction between carbonyl groups and Rh promotes the reductive elimination.
- Takahashi, Hideki,Inagaki, Shinya,Nishihara, Yasushi,Shibata, Takanori,Takagi, Kentaro
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p. 3037 - 3040
(2007/10/03)
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- ARYLATION AND VINYLATION OF 2-CARBOETHOXYETHYLZINC IODIDE AND 3-CARBOETHOXYPROPYLZINC IODIDE CATALYZED BY PALLADIUM
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By the palladium catalysis 2-carboethoxyethylzinc iodide reacts with aryl iodides and vinyl iodides or triflates to provide the coupling products (ethyl 3-arylpropionates and ethyl 4-pentenoates, respectively) in satisfactory yields.The similar coupling reaction is observed for the reaction with 3-carboethoxypropylzinc iodide.
- Tamaru, Y.,Ochiai, H.,Nakamura, T.,Yoshida, Z.
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p. 955 - 958
(2007/10/02)
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