Synthesis of carbonyl and dicarbonyl compounds from organometallic reagents and N-imidazolium-N-methyl amides and bis-amides

A María, JJ Vaquero, JLG Navio, J Alvarez-Builla

Index: De Las Heras, Maria A.; Vaquero, Juan J.; Garcia Navio, Jose L.; Alvarez-Builla, Julio Tetrahedron, 1996 , vol. 52, # 45 p. 14297 - 14310

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Citation Number: 3

Abstract

A new method for the synthesis of selective acylating agents is described from the reaction of carboxylic acids with 3-methyl-1-methylamino-3H-imidazol-1-ium salts in the presence of appropriate coupling reagents. The amides and bis-amides thus prepared reacted selectively with organometallics to afford ketones and diketones and with DIBALH to give aldehydes and dialdehydes in high yields.