- Palladium(II)-Catalyzed Conjugate Addition of Aromatics to α,β-Unsaturated Ketones and Aldehydes with Arylantimony Compounds
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Triarylstibines react with α,β-unsaturated ketones and aldehydes in acetic acid at room temperature in the presence of AgOAc and a catalytic amount of Pd(OAc)2 to afford the conjugate addition products (the formal hydroarylated compounds to an olefinic part) in good yields. In contrast, diarylantimony chlorides, arylantimony dichlorides, and diphenylantimony acetate react with the enones and enals even in the absence of AgOAc to afford the same products in higher yields compared with those from triarylstibines. These are new C-C bond-forming reactions using arylantimony(III) compounds in which the formation of a palladium enolate or a trivalent antimony enolate is proposed as an intermediate.
- Cho, Chan Sik,Motofusa, Shin-Ichi,Ohe, Kouichi,Uemura, Sakae
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- Rhodium-catalyzed aryl transfer from trisubstituted aryl methanols to α,β-unsaturated carbonyl compounds
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(Chemical Equation Presented) A process of elimination: The rhodium-catalyzed arylation of α,β-unsaturated carbonyl compounds with 9-aryl-10-benzyl-9,10-dihydroacridin-9-ols 1 as arylating reagents proceeds efficiently via β-aryl elimination of the rhodium alkoxide intermediates, to give the 1,4-addition products in high yields (see scheme; Bn = benzyl, cod = cycloocta-1,5-diene).
- Nishimura, Takahiro,Katoh, Taisuke,Hayashi, Tamio
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p. 4937 - 4939
(2008/02/08)
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