Homogeneous catalysis in the decomposition of diazo compounds by copper chelates

Partial asymmetric synthesis of methylenecyclopropanes and spiropentanes

“…:nier'i~ic Copper C/!elare 12) Cat::lj.sis of diazomethane \vith copper chelate (17-2 or 9'-2j was perfornied in the previously described manner (2). In the absence of the copper chelate practically no reaction :bas obsert,ed beti%een diazoii~ethane and aliencs at 0 -.…”

Cyclopropanation on a highly active heterogeneous catalyst: CuO/TiO2-Al2O3

“…Decreasing the addition rate of EDA to the reaction medium results in better cyclopropane yields. When a four-fold excess of styrene is used and the addition time is increased to 4 h, a yield of 93.5% is obtained on CuO/TiO 2 -Al 2 O 3 (12 wt.%) catalyst (see Table 3), which is even higher than those of many homogeneous copper-catalyzed cyclopropanation reactions [26,27]. These results suggest that the competitive adsorption between olefin and EDA is one of the reasons for the limited production of cyclopropanes.…”

Effect of bis(acetylacetonato) copper(II) catalyst on the reaction of benzoylphenyldiazomethane with primary amines. A novel example of insertion of benzoylphenylcarbene into N—H bonds of amines

“…are produced in the decomposition of diazocom-1 pounds catalysed by copper or its salts (5). Similar reaction of diaryldiazomethanes in the presence of 1,l-diphenylmethyleneimine has been shown to lead to an unusual insertion of diarylcarbenes into the N-H bond of imine (6).…”