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Synthesis 1995; 1995(12): 1497-1505
DOI: 10.1055/s-1995-4144
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A New Versatile One-Pot Synthesis of Functionalized Thioamides From Grignards, Carbon Disulfide and Amines

Alan R. Katritzky* , Jean-Luc Moutou, Zhijun Yang
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA, Fax +1(904)3929199
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Publication History

Publication Date:
31 December 2000 (online)

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The one-pot successive reactions of Grignard reagents with carbon disulfide and amines mediated by 1-trifluoromethylsulfonylbenzotriazole or triflic anhydride, provide and attractive and general route to thioamides. A wide variety of amines (primary alkyl, arylalkyl, secondary alkyl, cyclic amines, aniline, N-substituted anilines, heterocyclic amidines, amino alcohols, amino ethers, amino acetals, amino ketones, amino esters, amino amides (peptides), aminoalkenes, and diamines) and Grignard (primary alkyl, arylalkyl, aryl, secondary alkyl and tertiary alkyl) can be used, and thioamides are generally formed in good to moderate yields.

synthesis - functionalized thioamides - triflic anhydride - Grignard reagents - carbon disulfide