1975 Volume 48 Issue 6 Pages 1862-1864
The reaction of N-alkyl- or N-aryl-carbonimidic dihalides with Grignard reagents afforded α-elimination products, isocyanides, rather than substitution ones. Two kinds of alkyl or aryl halides were produced concomitantly in this reaction: one kind consisted of halides generated from the Grignard reagents used, and the other, of halides the halogens of which had been derived from the dihalides. The ease of formation of these halides was found to decrease in the order: iodide>bromide>chloride, regardless of which substrate served as the source of a halogen atom. A probable reaction mechanism is proposed.
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