73766-24-2Relevant academic research and scientific papers
Rearrangement of α-Isocyanato-N2-(arylsulfonyl)amidines to 1-Arylsulfonyl-3-imidazolin-2-ones
Schaumann, Ernst,Grabley, Susanne
, p. 934 - 940 (2007/10/02)
The reaction of the azirines 1 with the isocyanates 2 leads to the α-isocyanato-N2-(arylsulfonyl)amidines 6.Starting from 1b, also considerable amounts of 7b and 8b are formed as a result of a retro-ene reaction of 6b.The heterocumulenes 6 readily rearrange with a shift of the sulfonyl group to give the heterocycles 10.The mobility of the sulfonyl residue is also obvious from the reaction of 6a with hydrogen chloride to afford tosyl chloride and 8a as well as from the reaction with amines, which, however, does not only yield the tosylamides 15, but also the ureas13 and their secondary products 14.
