1538-96-1Relevant academic research and scientific papers
Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion
Modak, Atanu,Alegre-Requena, Juan V.,De Lescure, Louis,Rynders, Kathryn J.,Paton, Robert S.,Race, Nicholas J.
supporting information, p. 86 - 92 (2021/12/27)
The ability to manipulate C-C bonds for selective chemical transformations is challenging and represents a growing area of research. Here, we report a formal insertion of diazo compounds into the "unactivated"C-C bond of benzyl bromide derivatives catalyzed by a simple Lewis acid. The homologation reaction proceeds via the intermediacy of a phenonium ion, and the products contain benzylic quaternary centers and an alkyl bromide amenable to further derivatization. Computational analysis provides critical insight into the reaction mechanism, in particular the key selectivity-determining step.
A method for synthesis of diazo methane compounds
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Paragraph 0094; 0095, (2016/10/08)
The invention provides a synthetic method of a diazomethane compound. Diazotized sulfonyl-3,5,5-trimethyl-2-cyclohexenyl acetate is decarboxylated under the action of neutral alumina to obtain the high-purity and high-yield diazomethane compound. The synthetic method is carried out without using nitrosyl chloride which has the characteristics of high toxicity and easy blasting as a reaction raw material is environmentally-friendly and safe. The reaction yield is good, all the reactions are carried out with the temperature in a range from 0 to room temperature, and requirements on energy are low. The posttreatment process of the final product is simple, so expensive silica gel column chromatography separation is avoided. The reactant alumina has the effects of impurity separation and product purification, so the high-purity sulfonyl diazomethane derivative can be obtained through simple reduced pressure pumping filtration and concentration.
Synthesis of Sulfonyldiazomethanes and Acetyldiazomethanes via an Alumina-Mediated Decarboxylation Strategy
Yan, Yiyong,Ma, Gaoyuan,Wei, Wei,Zhao, Jing
, p. 239 - 242 (2016/02/18)
Diazo compounds are widely adopted in organic synthesis due to their carbine characteristics. One of the most interesting diazo compounds is diazolsulfonyl. Here, in the current study, we found that diazolsufonyl compounds could be prepared with moderate
Aroyldiazomethanes by mild acyl cleavage of diaroyldiazomethanes over Al2O3
Korneev,Richter
, p. 1248 - 1250 (2007/10/02)
The synthesis of aroyldiazomethanes by the mild and rapid acyl cleavage of diaroyldiazomethanes on the surface of neutral alumina is reported.
