31483-41-7Relevant academic research and scientific papers
Safe and Facile Access to Nonstabilized Diazoalkanes Using Continuous Flow Technology
Rullière, Pauline,Benoit, Guillaume,Allouche, Emmanuelle M. D.,Charette, André B.
supporting information, p. 5777 - 5782 (2018/05/14)
Despite the high synthetic potential of nonstabilized diazo compounds, their utilization has always been hampered by stability, toxicity, and safety issues. The present method opens up access to the most reactive nonstabilized diazoalkanes. Among diazo compounds, nonstabilized alkyl diazo compounds are the least represented because of their propensity to degrade during preparation. The continuous flow oxidation process of hydrazones on a silver oxide column afforded an output stream of base- and metal-free pure diazo solution in dichloromethane. Starting from innocuous ketones and aldehydes, this methodology allows the production of a broad range of unprecedented diazoalkanes compounds in excellent yields, while highlighting their synthetic potential and the possibility of safe large-scale diazo production.
A Synthetic Route to Bicyclic Pyrazolenines via 3-Chloropyrazolines and the Ring Openning of Pyrazolenines to Diazolakenes
Nakano, Yoshihiko,Hamaguchi, Masashi,Nagai, Toshikazu
, p. 5912 - 5919 (2007/10/02)
Treatment of 5,5-disubstituted 3-chloro-1-pyrazolines, derived from the reaction between disubstituted diazomethanes and dimethyl chlorofumarate, with triethylamine gives the corresponding 3,3-disubstituted 3H-pyrazoles in good yield.This method was appli
