SCHEDULED MAINTENANCE
The thermal decomposition of the aryl azides (1) into dimethyl sulphide (2), thioanisole (3), and tetrahydrothiophene (4) generally affords the 2-substituted anilines (5)–(7) in practicable yields by Sommelet–Hauser rearrangement of the intermediate N-arylsulphimides (11a–c) which result from arylnitrene attack at the sulphur atom of (2)–(4). This constitutes a potential synthetic procedure.
L. Benati, P. C. Montevecchi and P. Spagnolo, J. Chem. Soc., Perkin Trans. 1, 1984, 625 DOI: 10.1039/P19840000625
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