Cleavage of C–C and C–O Bonds to Form C–C Bonds: Direct Cross-Coupling between Acetylenic Alcohols and Benzylic Carbonates
A palladium-catalyzed cross-coupling reaction between C(sp) and C(sp3) centers was achieved in excellent yields via C–C bond cleavage and C–O bond cleavage. This procedure uses relatively stable acetylenic alcohols as reactants instead of unsta
MnCO3-Catalyzed Transesterification of Alcohols with Dimethyl Carbonate Under Mild Conditions
Abstract: Dimethyl carbonate (DMC) is a valuable green reagent with versatile and tunable chemical reactivity and can be used as a raw material for transesterification of alcohols. Herein, MnCO3 was found to be an efficient heterogeneous cataly
One-pot carbonyl reduction and carbonate formation using sodium borohydride in dialkyl carbonate solvents
Preparation of mixed carbonates proceeded in one step from ketones and aldehydes via treatment with NaBH4 in dimethyl or diethyl carbonate solvent at elevated temperatures. This is an efficient and convenient alternative to the traditional two-step sequence of carbonyl reduction to alcohol and subsequent carbonate formation by treatment with an alkyl chloroformate. 25 examples are presented from 49 to 92% yield, highlighting the versatility of this reaction.
Osumah, Abdulakeem,Magolan, Jakob,Waynant, Kristopher V.
supporting information
(2019/10/14)
Palladium-catalyzed nucleophilic substitution of diarylmethyl carbonates with malonate carbanions
The nucleophilic substitution of diarylmethyl carbonates with malonate carbanions proceeded in the presence of [Pd(π-C3H 5)(cod)]BF4-Cy-Xantphos, giving the desired (diarylmethyl)malonates in up to 90% yield. The yield was extremely affected by choice of the phosphine ligand. Copyright
Kuwano, Ryoichi,Kusano, Hiroki
p. 528 - 529
(2008/02/10)
One-Pot Formation of Carbonates from the Reactions of Carbonyl Compounds with Samarium Diiodide and Methyl Chloroformate
Treatment of carbonyl compounds with SmI2 and methyl chloroformate in the presence of molecular sieves provides the cyclic carbonates or biscarbonates of pinacols. This one-pot reaction proceeds rapidly even with aliphatic ketones. The stereoch
Lu, Ling,Fang, Jim-Min,Lee, Gene-Hsiang,Wang, Yu
p. 279 - 289
(2007/10/03)
Electrochemical Reductive Carboxylation: Reduction of Unsaturated Compounds in the Presence of Methyl Chloroformate
Mono- and dicarboxylated derivatives have been obtained by electroreduction of various unsaturated compounds in acetonitrile at a mercury-pool cathode in the presence of methyl chloroformate.Unsaturated compounds included activated olefins, ketones, aromatic Schiff bases, nitro compounds, and nitrogen heterocycles.The distribution of the products and their yields depend on the nature of the supporting electrolyte (Et4NClO4 or LiClO4).Reduction mechanisms accounting for the nature of the reduction products are proposed on the basis of voltammetric and coulometric data.In some cases it is possible to obtain the kinetic parameters.
Armand, Joseph,Bellec, Christian,Boulares, Line,Pinson, Jean
p. 2847 - 2853
(2007/10/02)
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