52056-24-3Relevant academic research and scientific papers
Rhodium-catalyzed addition of arylstannanes to carbon-heteroatom double bond
Oi, Shuichi,Moro, Mitsutoshi,Fukuhara, Hiroe,Kawanishi, Takanori,Inoue, Yoshio
, p. 4351 - 4361 (2007/10/03)
The addition of arylstannanes to the carbon-heteroatom double bond in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) was examined. The reactions of aldehydes, α-dicarbonyl compounds, and N-substituted aldimines with the arylstannanes gave corresponding alcohols, α-hydroxy carbonyl compounds, and amines, respectively. An arylrhodium complex generated by the transmetalation with the arylstannane was probably the active catalytic species.
Intramolecular and intermolecular ketone-ester reductive coupling reactions promoted by samarium(II) iodide
Liu, Yunkui,Zhang, Yongmin
, p. 5745 - 5748 (2007/10/03)
Intramolecular and intermolecular ketone-ester reductive coupling reactions promoted by SmI2 have been studied. Substituted 2-hydroxy-5-ethoxycarbonylcyclopentanones, 5-ethoxycarbonylcyclopentenones and α-ketols were prepared in moderate to good yields at room temperature or under reflux under neutral conditions.
Regioselective superacid-catalyzed electrocyclization of diphenylmethyl cations to fluorenes, phenanthrols and benzofurans
Yoshida,Ohwada
, p. 1487 - 1494 (2007/10/03)
Cationic electrocyclization of α-benzoyldiphenylmethanols in the presence of superacid provides fluorenes, phenanthrols and benzofurans in good to moderate yields. A single substitution leads to regioselective cationic electrocyclizations.
Samarium(II) iodide-promoted intermolecular and intramolecular ketone- nitrile reductive coupling reactions
Zhou, Longhu,Zhang, Yongmin,Shi, Daqing
, p. 91 - 98 (2007/10/03)
Samarium (II) iodide, a strong one-electron transfer reducing reagent, has been successfully utilized for the intermolecular and intramolecular reductive coupling reactions of ketones with nitriles, α-Hydroxy ketones, monocyclic, fused bicyclic α-hydroxy ketones and monocyclic α-amino alcohols composed of a number of substitution patterns have been prepared in good yields at room temperature or reflux under neutral conditions. The procedure can avoid overreduction of the resulting of α-hydroxy ketones or α-amino alcohols. The crystal structures of monocyclic α-amino alcohols are reported.
Samarium(II) iodide promoted novel reductive coupling reactions of ketones and nitriles
Zhou, Longhu,Zhang, Yongmin,Shi, Daqing
, p. 8491 - 8494 (2007/10/03)
The intramolecular and intermolecular reductive coupling reaction of ketones-nitriles promoted by SmI2 were studied.
The Reaction of Benzil with Grignard Reagents
Holm, T.
, p. 278 - 284 (2007/10/02)
Benzil reacts with Grignard reagents forming, in the first step, the 1,2-addition product (C-alkylation), but often also the 1,4-addition product (O-alkylation) and the reduction product, benzoin.The product distribution has been determined for mechanistic purposes for 16 Grignard reagents using a standard procedure.These results, and observations made using deuteriated reagents and the 5-hexenyl radical probe indicate an electron transfer (ET) mechanism for reagents having hydrogen in the β-position, while a polar mechanism is the most efficient for methyl, phenyl, benzyl and allyl Grignard reagents in the ether solution.For the ET mechanism, a six-centre transition state is suggested.Furthermore, a distinction is made between the primary cage product (O-alkyl) resulting from immediate combination of the radical pair, and the secondary cage product (C-alkyl) formed in the cage after rearrangement. 5-Hexenylmagnesium bromide yields uncyclised primary and secondary cage product, but also significant amounts of cyclised C-alkylation product formed by escape of the radicals from the cage and re-encounter after cyclisation of 5-hexenyl to cyclopentylmethyl.A recently suggested mechanism based on the existence of stable radical ion pairs is found to be unacceptable.
