Bucherer Reaction

H. T. Bucherer, J. Prakt. Chem.  69, 49 (1904); R. Lepetit, Bull. Soc. Ind. Mulhouse 1903, 326.

Reversible formation of β-naphthylamine from β-naphthol and aqueous ammonium sulfite or bisulfite via intermediate formation of tetralonesulfonic and tetraloneiminosulfonic acids:



N. L. Drake, Org. React. 1, 105 (1942); H. Seeboth, Angew. Chem. Int. Ed. 6, 307 (1967); M. S. Gibson in The Chemistry of the Amino Group, S. Patai, Ed. (Interscience, London, 1968) p 37; Z. Allan et al., Tetrahedron Letters 1969, 4855; W. H. Pirkle, T. C. Pochapsky, J. Org. Chem. 51, 102 (1986); J. Bendig et al., Tetrahedron 48, 9207 (1992).