22891-52-7Relevant academic research and scientific papers
Metal-free aerobic oxidative esterification of aldehydes in the presence of cyanide
Kim, Yoo-Jin,Cheon, Cheol-Hong
supporting information, p. 2055 - 2061 (2015/08/18)
A metal-free aerobic oxidative esterification of aldehydes in the presence of cyanide is described. Various aromatic aldehydes and sterically congested alcohols were amenable to this protocol. In addition, this method could be extended to the preparation of thioesters with a thiol in place of an alcohol. Furthermore, the cyanide-mediated aerobic oxidation of aldehydes was applied to the synthesis of lactones via intramolecular esterification in the absence of an alcohol.
Oxidative esterification of aldehydes using mesoionic 1,2,3-triazolyl carbene organocatalysts
Berry, Matthew T.,Castrejon, Disnay,Hein, Jason E.
supporting information, p. 3676 - 3679 (2014/08/05)
The synthesis and catalytic activity of a new class of 1,2,3-triazolyl N-heterocyclic carbene organocatalysts is described. These new catalysts chemoselectively facilitate the oxidative esterification of aldehydes. NMR acidity studies show an inverse correlation between triazolium acidity and reactivity. Kinetic studies show that the resting state of the catalyst involves a NHC-aldehyde adduct. A catalytically active intermediate was synthesized and characterized by X-ray diffraction as the initial carbene-aldehyde adduct.
Silver carboxylate promoted lactonization: A general method applicable to prepare medium and large-sized lactones without high dilution or slow addition
Liu, Le,Xu, Shimin,Zhou, Hongwei
supporting information, p. 8386 - 8391 (2013/09/02)
Efficient and applicable approach to macrolactonizations, with ready availability of starting materials and simple operation, remains a challenging task for the organic community. We developed a 'freshman-can-do' protocol to medium- and large-sized lactones, not depending on high-dilution or slow addition techniques. Application of this method for the synthesis of natural lactones or potentially pharmaceutical compounds might be useful for organic chemists and pharmacists.
Efficient catalytic, oxidative lactonization for the synthesis of benzodioxepinones using thiazolium-derived carbene catalysts
Rose, Christopher A.,Zeitler, Kirsten
supporting information; scheme or table, p. 4552 - 4555 (2010/12/25)
An efficient, oxidative carbene-catalyzed lactonization reaction has been developed. Using thiazolium precatalysts, a variety of benzodioxepinone products are accessible in good to excellent yields under mild and operationally simple conditions. The react
