27701-01-5Relevant articles and documents
Hindered ureas as masked isocyanates: Facile carbamoylation of nucleophiles under neutral conditions
Hutchby, Marc,Houlden, Chris E.,Gair Ford,Tyler, Simon N. G.,Gagne, Michel R.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
supporting information; experimental part, p. 8721 - 8724 (2010/01/16)
Bigger is better: Sterically hindered dialkyl ureas undergo nucleophilic substitution at dramatically faster rates than their less hindered counterparts (see scheme). Steric decompression upon the formation of an intermediate isocyanate can explain this c
Reactions of the 2,6-Di-tert-butyl-4-(N-tert-butylnitrono)-phenoxyl Radical
Schulz, Manfred,Bach, Barbara,Reinhardt, Michael
, p. 579 - 587 (2007/10/02)
The title compound, a phenoxyl radical containing a nitrono group, reacts with alcohols and tert-butylhydroperoxide yielding phenol and products of secondary solvent reactions.The reactions with lead tetraacetate, tert.-butoxy and 2-cyanoisopropyl radicals give high yields of cyclohexadienone adducts (6, 7 and 10) containing unchanged nitrono function.The reaction with dibenzoylperoxide, however, leads to the modification of the nitrono group yielding the N-benzoyloxycarboxamide (8).In the acidic decomposition of the tert-butoxy radical adduct we suggest a nitrenium ion (16) as an intermediate.
