57198-98-8Relevant articles and documents
Mild Esterification of Carboxylic Acids via Continuous Flow Diazotization of Amines
Audubert, Clément,Lebel, Hélène
supporting information, p. 4407 - 4410 (2017/08/23)
A new continuous flow protocol for the diazotization of methylamine with 1,3-propanedinitrite in THF is reported. The synthesis of methyl esters was achieved in high yields from a variety of carboxylic acids in 20 min at 90 °C. Additionally, this protocol was extended to other aryl and alkyl amines, namely secondary amines, to produce various substituted esters in high yield using 2-MeTHF as a solvent. The reaction conditions were compatible with many functional groups, namely nitrogen-containing heterocycles, alkynes, alkenes, alcohols, and phenols. Mechanistic investigations reveal that the reaction appears to proceed through a transient diazonium species rather than a diazo intermediate.
Visible-Light-Driven Carboxylation of Aryl Halides by the Combined Use of Palladium and Photoredox Catalysts
Shimomaki, Katsuya,Murata, Kei,Martin, Ruben,Iwasawa, Nobuharu
supporting information, p. 9467 - 9470 (2017/07/24)
A highly useful, visible-light-driven carboxylation of aryl bromides and chlorides with CO2 was realized using a combination of Pd(OAc)2 as a carboxylation catalyst and Ir(ppy)2(dtbpy)(PF6) as a photoredox catalyst. This carboxylation reaction proceeded in high yields under 1 atm of CO2 with a variety of functionalized aryl bromides and chlorides without the necessity of using stoichiometric metallic reductants.
Enantiopure chiral (2,4,6-triisopropylbenzoyl)oxy-[D1] methyllithium: Configurational stability, reactions, and mechanistic studies
Kapeller, Dagmar C.,Hammerschmidt, Friedrich
supporting information; experimental part, p. 2380 - 2388 (2009/08/08)
The configurational stability of enantiopure chiral (2,4,6- triisopropylbenzoyl)oxy-[D1]methyllithium generated by a tin-lithium exchange was tested on the macroscopic time scale, employing trapping experiments with benzaldehyde. It was found t