1281969-65-0Relevant academic research and scientific papers
Oxidative Alkane C?H Alkoxycarbonylation
Lu, Lijun,Shi, Renyi,Liu, Luyao,Yan, Jingwen,Lu, Fangling,Lei, Aiwen
, p. 14484 - 14488 (2016)
Directly utilizing a chemical feedstock to construct valuable compounds is an attractive prospect in organic synthesis. In particular, the combination of C(sp3)?H activation and oxidative carbonylation involving alkanes and CO gas is a promising and efficient method to synthesize carbonyl derivatives. However, due to the high C?H bond dissociation energy and low polarity of unactivated alkanes, the carbonylation of unactivated C(sp3)?H bonds still remains a great challenge. In this work, we introduce a palladium-catalyzed radical oxidative alkoxycarbonylation of alkanes to prepare numerous alkyl carboxylates. Various alkanes and alcohols were compatible, generating the desired products in up to 94 % yield. Remarkably, ethane, a constituent of natural gas, could be employed as a substrate under the standard reaction conditions. Preliminary mechanistic studies revealed a probable palladium-catalyzed radical process.
Cycloalkyl carboxylic acid ester compound preparation method
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Paragraph 0027; 0028; 0053, (2019/02/04)
The present invention discloses a cycloalkyl formate compound preparation method, wherein in the presence of a palladium salt and a peroxide, a cycloalkane compound and an alcohol compound are dissolved in an organic solvent, the system is replaced by a carbon monoxide atmosphere, a reaction is performed for 16-24 h at a reaction temperature of 90-120 DEG C, and separation and purification are performed to obtain the cycloalkyl formate compound. According to the present invention, the used reactants are cheap and easy to obtain, the reaction conditions are simple, the atom economy is high, and the high-selectivity oxidation carbonylation reaction of the cycloalkane compound and the alcohol compound can be achieved so as to obtain the cycloalkyl formate compound; with the method, the precursor of the widely-used drug dicyclomine having treatment effects on intestines and stomach cramps and irritable bowel syndrome can be simply prepared; and the method has application potential in synthesis of drugs, natural products and the like.
Nickel-catalyzed selective conversion of two different aldehydes to cross-coupled esters
Hoshimoto, Yoichi,Ohashi, Masato,Ogoshi, Sensuke
supporting information; experimental part, p. 4668 - 4671 (2011/05/16)
In the presence of a Ni(0)/NHC catalyst, an equimolar mixture of aliphatic and aryl aldehydes can be employed to selectively yield a single cross-coupled ester. This reaction can be applied to a variety of aliphatic (1°, 2°, cyc-2°, and 3°) and aryl aldehyde combinations. The reaction represents 100% atom efficiency and generates no waste. Mechanistic studies have revealed that the striking feature of the reaction is the simultaneous coordination of two aldehydes to Ni(0).
