A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

H Munch, JS Hansen, M Pittelkow, JB Christensen…

Index: Munch, Henrik; Hansen, Jon S.; Pittelkow, Michael; Christensen, Jorn B.; Boas, Ulrik Tetrahedron Letters, 2008 , vol. 49, # 19 p. 3117 - 3119

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Citation Number: 74

Abstract

Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc2O) and 1– 3mol% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.

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