The direct coupling of a variety of amides with CH2 Cl2 or CD2 Cl2 promoted by TiCl 4/Mg/THF provides an extremely simple, practical, selective, and efficient approach for the construction of methyl ketones. The efficiency and practicability of this chemistry is illustrated by the very simple synthesis of deuterated methyl ketones.

The Ti-Mg-dichloromethylene complexes derived from the oxidative addition of CCl4 to the Mg-TiCl4 bimetallic species serve as a novel class of ambiphilic dichlorocarbenoid equivalents. Not only is Ti-Mg-dichlorocarbenoid highly selective but also it seems highly reactive in both alkene cyclopropanations and carbonyl dichloromethylenations.

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Cyclopropanation reactions O 0138Novel Ambiphilic Dichlorocarbenoid Equivalent in Alkene Cyclopropanation and Carbonyl Olefination. -The complex generated from CCl4, Mg, and TiCl4 is found to be a highly efficient dichlorocarbenoid equivalent. It smoothly reacts with various alkenes to afford cyclopropane derivatives. Starting from dienes selective monocyclopropanation is possible. With carbonyl compounds effective and chemoselective dichloromethylenation takes place.