Syntheses with N-Trimethylsilylheteroarylium Salts: Reactions with Aldehydes, Ketones and Carboxylic Acids. Comparison of Reactivity with Analogous N-Acylheteroarylium Salts

Article abstract of DOI:10.1055/s-1987-28128

N-Trimethylsilylheteroarylium salts 2 can be characterized as efficient silylating reagents for carbonyl compounds (5 or 8) and carbonic acids 11, their reactivity is comparable to that of N-acylheteroarylium salts 1.In some cases (depending on the nature of the substrates), their silylating power can be stronger than the acylating power of comparable salts 1.This will be demonstrated in the case of enolizable examples of 5 and 8.