15971-92-3Relevant articles and documents
A Selective Method for the Direct Conversion of Aldehydes into β-Keto Esters with Ethyl Diazoacetate Catalyzed by Tin(II) Chloride
Holmquist, Christopher R.,Roskamp, Eric J.
, p. 3258 - 3260 (1989)
Aldehydes are efficiently converted into β-keto esters by the addition of ethyl diazoacetate in the presence of tin(II) chloride.
Continuous flow synthesis of toxic ethyl diazoacetate for utilization in an integrated microfluidic system
Maurya, Ram Awatar,Min, Kyoung-Ik,Kim, Dong-Pyo
, p. 116 - 120 (2014)
An integrated microfluidic system for multiple reactions and separations of hazardous ethyl diazoacetate is presented. The integrated techniques include: a droplet technique for liquid-liquid and/or gas-liquid separation and in situ generation of the toxic reagent, a dual channel membrane technique based on a cheap polymeric microseparator for liquid-liquid separation, and a capillary microreactor for carrying out cascade reactions in a sequential and continuous manner.
Toward Continuous-Flow Synthesis of Biologically Interesting Pyrazole Derivatives
Das, Amrita,Ishitani, Haruro,Kobayashi, Shū
supporting information, p. 5127 - 5132 (2019/11/13)
A two-step continuous-flow synthesis of substituted pyrazole derivatives has been developed via the formation of vinylidene keto esters as key intermediates. Heterogeneous Ni2+-montmorillonite was found to be an efficient catalyst for orthoester condensation of 1,3-dicarbonyls under flow conditions. The intermediate reacted with methylhydrazine to afford pyrazole derivatives, for which suitable selection of a solvent played a key role in achieving high yields and excellent regioselectivities of the desired products. An application of this protocol has been demonstrated by the synthesis of a key intermediate for biologically active pyrazoles such as Bixafen. (Figure presented.).
Synthesis of the 1,3,4-Oxadiazole Core through Thermolysis of Geminal Diazides
Erhardt, Hellmuth,Mohr, Fabian,Kirsch, Stefan F.
supporting information, p. 5629 - 5632 (2016/12/14)
The thermolysis of geminal diazides derived from acylacetate compounds is an efficient tool for the rapid construction of the 1,3,4-oxadiazole core. While a broad range of ethyl esters undergoes smooth transformation to the desired heterocycles that contain the ester moiety in moderate to high yields, the analogous tert-butyl esters give rise to the oxadiazoles with acyl groups, presumably through a pathway of decarboxylation followed by a new acyl transfer.
