Conclusions
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1.
On phenylation with N-nitrosoacetanilide, N-alkylthiobenzamides and thioacetanilide form the corresponding S-phenylisothioamides in high yields.
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2.
On phenylation, aliphatic and cyclic thioamides form diphenyl disulfide, explained by the low stability of the intermediate radical addition products that are formed.
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3.
On phenylation with phenylazotriphenylmethane, α-thiopyridone forms phenyl 2-pyridyl sulfide in high yield.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2121–2125, September, 1982.
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Kandror, I.I., Bragina, I.O. Radical arylation of N-substituted carboxylic acid thioamides and cyclic thioamides. Russ Chem Bull 31, 1873–1876 (1982). https://doi.org/10.1007/BF00952392
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DOI: https://doi.org/10.1007/BF00952392