Title: | Synthesis of Isothiocyanates and Unsymmetrical Thioureas with the Bench-Stable Solid Reagent (Me(4)N)SCF(3) |
Author(s): | Scattolin T; Klein A; Schoenebeck F; |
Address: | "Institute of Organic Chemistry, RWTH Aachen University , Landoltweg 1, 52074 Aachen, Germany" |
DOI: | 10.1021/acs.orglett.7b00689 |
ISSN/ISBN: | 1523-7052 (Electronic) 1523-7052 (Linking) |
Abstract: | "A highly efficient, selective, and rapid transformation of primary amines and diamines to isothiocyanates and cyclic thioureas is disclosed. As opposed to established approaches that employ toxic or volatile electrophilic liquids and require reaction control (i.e., slow addition, cooling), this protocol utilizes the bench-stable, solid reagent (Me(4)N)SCF(3) at room temperature. The method is characterized by operational simplicity, high speed, efficiency, high functional group tolerance, and late-stage applicability. The byproducts are solids, allowing isolation of the target compounds by filtration" |
Notes: | "PubMed-not-MEDLINEScattolin, Thomas Klein, Alexander Schoenebeck, Franziska eng Research Support, Non-U.S. Gov't 2017/03/31 Org Lett. 2017 Apr 7; 19(7):1831-1833. doi: 10.1021/acs.orglett.7b00689. Epub 2017 Mar 30" |