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Reaction of α-alkoxyacroleins with thiols

  • N. A. Keiko
  • L. G. Stepanova
  • I. D. Kalikhman
  • M. G. Voronkov
Brief Communications
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Conclusions

The nucleophilic or radical addition of thiols to α-alkoxyacroleins leads to 2-alkoxy-3-organylthiopropanals. Depending on the reaction conditions, the product of the electrophilic reaction of the same reagents is a 2-alkoxy-2-organylthiopropanal or 1-alkoxy-1-organylthiopropanone.

Keywords

Thiol Radical Addition Electrophilic Reaction 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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    E. Fujita and G. Nagao, Bioorg. Chem., 287 (1977).Google Scholar
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    C. W. Smith (editor, Acrolein, John Wiley, New York-London (1962), pp. 99, 111, 117, 119, 144, 165; H. Rauch-Puntigam and T. Volker, Acryl- and Methacrylverbidungen, Springer-Verlag, Berlin (1967), pp. 87, 92, 93.Google Scholar
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    N. A. Keiko, A. P. Ghichkarev, and M. G. Voronkov, Izv. Akad. Nauk SSSR, Ser. Khim., 579 (1973); N. A. Keiko, T. N. Memashvili, I. D. Kalikhman, and M. G. Voronkov, Izv. Akad. Nauk SSSR, Ser. Khim., 2122 (1973); G. A. Russell and M. Ballenegger, Synth. Commun., 104 (1973).Google Scholar
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    J. Quick and N. Jenkins, J. Org. Chem.,43, 2275 (1978).Google Scholar
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    E. Pierson, M. Giella, and M. Tishler, J. Am. Chem. Soc.,70, 1450 (1948).Google Scholar

Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • N. A. Keiko
    • 1
  • L. G. Stepanova
    • 1
  • I. D. Kalikhman
    • 1
  • M. G. Voronkov
    • 1
  1. 1.Institute of Organic Chemistry, Siberian DivisionAcademy of Sciences of the USSRIrkutsk

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