A NEW VERSATILE ONE-POT SYNTHESIS OF FUNCTIONALIZED THIOAMIDES FROM GRIGNARDS, CARBON-DISULFIDE AND AMINES

Citation
Ar. Katritzky et al., A NEW VERSATILE ONE-POT SYNTHESIS OF FUNCTIONALIZED THIOAMIDES FROM GRIGNARDS, CARBON-DISULFIDE AND AMINES, Synthesis, (12), 1995, pp. 1497
Citations number
48
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
12
Year of publication
1995
Database
ISI
SICI code
0039-7881(1995):12<1497:ANVOSO>2.0.ZU;2-4
Abstract
The one-pot successive reactions of Grignard reagents with carbon disu lfide and amines mediated by 1-trifluoromethylsulfonylbenzotriazole or triflic anhydride, provide an attractive and general route to thioami des. A wide variety of amines (primary alkyl, arylalkyl, secondary alk yl, cyclic amines, aniline, N-substituted anilines, heterocyclic amidi nes, amino alcohols, amino ethers, amino acetals, amino ketones, amino esters, amino amides (peptides), aminoalkenes, and diamines) and Grig nards (primary alkyl, arylalkyl, aryl, secondary alkyl and tertiary al kyl) can be used, and thioamides are generally formed in good to moder ate yields.