NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds
Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.
A convenient one-pot preparation of N-substituted thioamides
A convenient one-pot preparation of N-substituted thioamides from acyl halides, amines and H2O/PSCl3/Et3N in good to excellent yield has been reported through a solvent-free, microwave assisted method.
A GENERAL METHOD FOR THE N-ALKYLATION OF THIOAMIDES.
Thioamides are N-alkylated in a two-step procedure: (i) Reaction with an aldehyde and benzotriazole yields an adduct which is (ii) reduced to the N-alkylthioamide by NaBH4.
Katritzky, Alan R.,Drewniak, Malgorzata
p. 1755 - 1758
(2007/10/02)
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