Tiemann Rearrangement

F. Tiemann, Ber. 24, 4162 (1891).

Rearrangement of amide oximes (available from nitriles and hydroxylamine) to monosubstituted ureas by treatment with benzenesulfonyl chloride and water:

P. A. S. Smith, Org. React. 3, 366 (1946); M. W. Partridge, H. A. Turner, J. Pharm. Pharmacol. 5, 103 (1953); R. F. Plapinger. O. O. Owens, J. Org. Chem. 21, 1186 (1956); J. Garapon et al., Tetrahedron Letters 1970, 4905. Cf. Beckmann Rearrangement.