A convenient synthesis of isonitriles has been devised using a , -dimethylformamide (DMF) solution of chlorodimethylformiminium chloride, prepared in situ from thionyl chloride and DMF, to dehydrate a variety of formamides. This general procedure enables one to prepare aliphatic, alicyclic, vinylic, and aromatic isonitriles in excellent yields. The reduction of isocyanates with lithium tri-tert-butoxylaluminum hydride to yield formamides is described.
The reaction of organic halides (Br, Cl, I) with magnesium metal to yield what is referred to today as a Grignard reagent has been known since the turn of the century.1 The name derives from its discoverer, Nobel laureate Victor Grignard. How this reagent is formed, that is, how a magnesium atom is inserted into a carbon-halogen bond, is the subject of this Account.
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