Reactions with Nitriles and Nitrosoalkanes

The results of Li-Barbier reactions of bromobenzene and n-bromobutane with nitriles have also been compared with those from two-step procedures involving Grignard and organolithium reagents [23]. 

The data from Table 3.5 demonstrate that the one-step procedure is not preferred for the preparation of these ketones. 

However, the results, listed in Table 3.6, show that the Li-Barbier reaction of (substituted) bromobenzenes and 2-methyl-2-nitrosopropanes, which leads to the formation of (substituted) aryl-tert-butylhydroxylamines (isolated as nitroxi-des because of spontaneous oxidation on exposure to air), is preferred over the two-step procedure with Grignard reagents. 

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