55240-38-5Relevant academic research and scientific papers
Unprecedented "in water" imidazole carbonylation: Paradigm shift for preparation of urea and carbamate
Padiya, Kamlesh J.,Gavade, Sandip,Kardile, Bhavana,Tiwari, Manojkumar,Bajare, Swapnil,Mane, Madhav,Gaware, Vivek,Varghese, Shaji,Harel, Dipak,Kurhade, Suresh
supporting information; experimental part, p. 2814 - 2817 (2012/08/07)
The first "In Water" imidazolecarbonylation of amine is described. A one pot reaction of carbonylimidazolide in water with a nucleophile provides an efficient and general method for the preparation of urea, carbamates and thiocarbamates. Use of an anhydrous solvent and an inert atmosphere could be avoided. Product precipitate out from the reaction mixture and can be obtained in high purity by filtration, resulting in a simple and scalable method.
Enantioselective synthesis of tertiary thiols by intramolecular arylation of lithiated thiocarbamates
MacLellan, Paul,Clayden, Jonathan
supporting information; experimental part, p. 3395 - 3397 (2011/05/04)
Lithiation of N-aryl S-α-alkylbenzyl thiocarbamates leads to rearrangement with migration of the N-aryl ring to the anionic centre α to S, a process which generally proceeds with ca. 98% retention of stereochemistry and returns chiral benzylic tertiary thiols in high enantiomeric ratios.
