Conclusions
Radical arylation of thioamides of the
type with aryldiazonium salts in the presence of ferrocene leads to formation of isothioamides Alk-C(SAr)=NAr and can be used for their preparation.
Similar content being viewed by others
Literature cited
T. Fukuyama, L. V. Kunkerton, M. Aratani, and Y. Kishi, J. Org. Chem.,40, 2011 (1975).
A. W. Chapman, J. Chem. Soc., No. 9, 2296 (1926).
J. Braun, Angew. Chem.,47, 611 (1934).
M. W. Barker, S. C. Lauderdale, and J. R. West, J. Org. Chem.,38, 3951 (1975).
B. M. Trost, M. Vaultier, and M. L. Santiago, J. Am. Chem. Soc.,102, 7929 (1930).
K. Maruoka, T. Miyazaki, M. Ando, et al., J. Am. Chem. Soc.,105, 2831 (1983).
I. I. Kandror, B. V. Kopylova, and R. Kh. Freidlina, Sulfur Reports,3, 289 (1984).
I. I. Kandror, I. O. Bragina, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2640 (1984).
R. K. Chaturvedi, A. E. McMahon, and G. L. Schmir, J. Am. Chem. Soc.,89, 6984 (1967).
A. Weissberger, E. Proskauer, J. Riddick, and E. Toops, Organic Solvents, 3rd ed., Wiley, New York (1971).
W. Walter, W. Ruback, and C. O. Meese, Org. Magn. Reson.,11, 612 (1978).
C. O. Meese and W. Walter, Magn. Res. Chem.,23, 327 (1985).
J.-L. Piette, D. Debergh, M. Baiwir, and G. Llabres, Spectrochim. Acta,A36, 769 (1980).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1594–1599, July, 1988.
Rights and permissions
About this article
Cite this article
Bragina, I.O., Kandror, I.I. Synthesis of isothioamides of Alk-C(SAr)=NAr by radical arylation of thioamides. Russ Chem Bull 37, 1411–1415 (1988). https://doi.org/10.1007/BF00962753
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962753