76758-16-2Relevant academic research and scientific papers
Mild oxidation of tosylmethylisocyanide to tosylmethylisocyanate: Utility in synthetic and medicinal chemistry
Le, Hoang V.,Ganem, Bruce
supporting information, p. 2003 - 2005 (2014/04/03)
A convenient and efficient (one-step) oxidation is reported of commercially available tosylmethylisocyanide (TOSMIC) to form tosylmethylisocyanate, making this highly reactive bifunctional molecule a readily available synthetic reagent. Besides engaging in nucleophilic addition reactions with alcohols, amines, and thiols, tosylmethylisocyanate also reacts with carboxylic acids to form tosylmethylamides, which undergo substitution reactions in the presence of organocopper and organomagnesium reagents.
Synthesis of N-(Tosylmethyl)carbodiimides and Their Application in the Synthesis of 2-Amino-1,3-oxazoles from Aldehydes
Leusen, Albert M. van,Jeuring, Hans J.,Wildeman, Jurjen,Nispen, Simon P. J. M. van
, p. 2069 - 2072 (2007/10/02)
A series of N-(tosylmethyl)carbodiimides (TosCH2N=C=NR1, 3) have been prepared from the corresponding thioureas.Carbodiimides 3 with R1 = triphenylmethyl or tert-butyl are useful synthons in a new one-step synthesis of 2-(alkylamino)-1,3-oxazoles 10 from aromatic aldehydes.Acid-induced removal of the triphenylmethyl group from 10 gives 2-amino-1,3-oxazoles (11).
