Recent Advances in the Synthesis of Isothiocyanates from Amines Using Boc2O

Devarapalli Sujatha

Abstract: Isothiocyanates are versatile sulfur-containing functional groups that serve as important building blocks in organic synthesis, medicinal chemistry, and the preparation of thiourea derivatives. A practical and efficient approach for the synthesis of alkyl and aryl isothiocyanates involves the conversion of the corresponding amines through dithiocarbamate intermediates. In this methodology, di-tert-butyl dicarbonate (Boc?O) is employed as a dehydrating/thiocarbonyl-transfer reagent in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP) or 1,4-diazabicyclo[2.2.2]octane (DABCO) (1?3 mol%), affording the desired isothiocyanates in good to excellent yields. The method accommodates a broad range of alkyl and aryl amines and offers operational simplicity because the major reaction by-products are volatile and can be readily removed by evaporation. The mild reaction conditions, high efficiency, and straightforward work-up make this protocol an attractive alternative for the preparation of isothiocyanates and highlight the utility of Boc?O-mediated transformations in sulfur chemistry.

Keywords: Isothiocyanates, Alkyl amines, Aryl amines, Dithiocarbamates, Thiourea, Di-tert-butyl dicarbonate (Boc?O), DMAP, DABCO, Sulfur chemistry, Synthetic methodology

How to Cite?: Devarapalli Sujatha, "Recent Advances in the Synthesis of Isothiocyanates from Amines Using Boc2O", Volume 15 Issue 8, August 2026, International Journal of Science and Research (IJSR), Pages: 1844-1849, https://www.ijsr.net/getabstract.php?paperid=SR26825155553, DOI: https://dx.doi.org/10.21275/SR26825155553

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