Phosphine-free Direct Conversion of Carboxylic Acids into Acyl Isothiocyanates Using Various Electrophilic Halogenation Reagents

Title:Phosphine-free Direct Conversion of Carboxylic Acids into Acyl Isothiocyanates Using Various Electrophilic Halogenation Reagents

Volume: 15 Issue: 9

Author(s): Aslan Khaje-Kolaki and Babak Mokhtari*

Affiliation:

• Chemistry Department, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz 61357-43169,Iran

Keywords: Acyl isothiocyanate, carboxylic acid, electrophilic halogen, phosphine-free, drugs, HCl.

Abstract: In this study, the efficiency of some electrophilic halogen reagents including 2,4,6-trichloro- 1,3,5-triazine, 2,4,4,6-tetrabromo-2,5-cyclohexadienone, 2-chloro-1-methylpyridinium iodide, Nbromosuccinimide, trichloroisocyanuric acid, and 1,3-dibromo-5,5-dimethylhydantoin for the direct phosphine-free conversion of carboxylic acids into the corresponding acyl isothiocyanates was investigated. All of the reagents work well for this transformation, but, the best results were obtained when cyanuric chloride in the presence of pyridine was used at room temperature.

Cite this article as:

Khaje-Kolaki Aslan and Mokhtari Babak *, Phosphine-free Direct Conversion of Carboxylic Acids into Acyl Isothiocyanates Using Various Electrophilic Halogenation Reagents, Letters in Organic Chemistry 2018; 15 (9) . https://dx.doi.org/10.2174/1570178615666180330155606