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Transformations of (2-furyl) chlorocarbene generated from 2-dichloromethylfuran by the action of potassium tert-butylate

  • I. E. Dolgii
  • K. N. Shavrin
  • I. V. Krylova
  • O. M. Nefedov
Brief Communications
  • 24 Downloads

Conclusion

Both gem-(2-furyl)chlorocyclopropanes in yields up to 44% and 2-(chloromethylene)-5-tert-butoxy-2, 5-2,5-dihydrofuran in yields up to 12% are formed upon the action of potassium tert-butylate on 2-dichloromethylfuran in excess olefin acceptor. This result is attributed to the reaction of the intermediate (2-furyl)chlorocarbene in ambident form.

Keywords

Potassium Chloromethylene Dihydrofuran Chlorocyclopropanes Chlorocarbene 
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

  1. 1.
    I. E. Dolgii, K. N. Shavrin, and I. V. Krylova, Izv. Akad. Nauk SSSR, Ser. Khim., 2644 (1984).Google Scholar
  2. 2.
    R. V. Huffman, G. G. Orhanides, and H. Shechter, J. Am. Chem. Soc.,100, 7927 (1978); R. V. Huffman and H. Shechter, J. Am. Chem. Soc.,100, 7934 (1978).Google Scholar
  3. 3.
    A. P. Meshcheryakov and I. E. Dolgii, Izv. Akad. Nauk SSSR, Otdel. Khim. Nauk, 931 (1960).Google Scholar

Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • I. E. Dolgii
    • 1
  • K. N. Shavrin
    • 1
  • I. V. Krylova
    • 1
  • O. M. Nefedov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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