129212-48-2Relevant academic research and scientific papers
Organic reactivity of alcohols in superheated aqueous salt solutions: An overview
Avola, Sabine,Goettmann, Frederic,Antonietti, Markus,Kunz, Werner
, p. 1568 - 1573 (2012)
The low dielectric constant and high self-dissociation constant of water in a temperature range between 150 and 250 °C make it a very appealing solvent for synthesis. Surprisingly, while organic chemistry in water at low temperature or around its critical point has been investigated in detail, very little seems to be known about the behaviour of organic molecules under hydrothermal conditions. The present work thus aims at shading some light on this field. As a start, we decided to investigate the reactions in which alcohols can undergo in water in the above-mentioned temperature range. Knowing that very strong salt effects on organic reactions have already been observed in super critical water, the impact of salt on the outcome of our tests was also investigated in detail.
Diverse alkanones by catalytic carbon insertion into the formyl C-H bond. Concise access to the natural precursor of achyrofuran
Wommack, Andrew J.,Moebius, David C.,Travis, Austin L.,Kingsbury, Jason S.
supporting information; experimental part, p. 3202 - 3205 (2009/11/30)
Over a century ago, the first reactions of diazomethane with aldehydes delivered methyl ketones. In the interim, aldehydes have been homologated with trimethylsilyldiazomethane, diazoacetates, and aryldiazomethanes, on rare occasion with catalysis. This work describes a mild procedure for convergent ketone assembly from nonstabilized diazoalkanes, including examples of chiral ketone synthesis with disubstituted (internal) nucleophiles. The method's remarkable tolerance to steric crowding is showcased in a simple approach to achyrofuran, a complex dibenzofuran.
