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Novel and advantageous methods for the syntheses of several classes of C-sulfonylated products is developed using 1-sulfonylbenzotriazoles. These approaches broaden the range of available sulfone derivatives, which are compounds of major synthetic, biological, and medicinal importance.

N-(alpha-amino(hetero)arylmethyl)benzotriazoles derived from several kinds of (hetero)amino aldehydes were reacted with sodium phenolates to produce amino(hetero)arylmethylated phenols in high yields. This represents a convenient technique for the preparation of aminoalkylated phenols via aminoalkylbenzotriazoles. Compared to the previous techniques, this route employs readily available starting materials and offers high yields for various substituted phenols and (hetero)aromatic aldehydes.

The synthesis of N-substituted amides and N-protected dipeptidoyl amides from diverse heterocyclic amines and carboxylic acids are described. N-protected peptidoylbenzotriazoles has produced C-terminal N-protected dipeptidoyl amides.

Acyclic sulfones 4a-f and alicyclic sulfone 7 react with readily available N-acylbenzotriazoles 3a-g (derived from aliphatic, aromatic, and heteroaromatic carboxylic acids) to provide the corresponding β-keto sulfones 5a-n and 8a-c, respectively, in good to excellent yields. [ABSTRACT FROM AUTHOR]

Examines the reaction of organometallic reagents with disubstituted acetylenes. Variation benzotriazolymethyl ketones; Role of acetylene bond in organic reactions; Synthesis of acetylenes.

Primary and secondary cyanides are efficiently acylated with N-acylbenzotriazoles 3a-f (derived from a variety of acids) to afford the corresponding α-substituted β-ketonitriles 5a-r in 67-96% yields. [ABSTRACT FROM AUTHOR]