Certain features of the reductive cyclization of compounds with a CCl2 grouping

  • R. Kh. Freidlina
  • A. A. Kamyshova
  • L. A. Zhuravleva
  • E. Ts. Chukovskaya
Organic and Biological Chemistry
  • 17 Downloads

Conclusions

  1. 1.

    Reductive cyclization of compounds with the CCl2 grouping, ClCH2CH2CCl2CH2CClXR (R=H, CH3; X=CN, CO2CH3) led to the formation of monosubstituted cyclopropanes, cyclo-C3H5CH2CHXR. Under the reaction conditions, the Cl atom in theα position to CO2CH3 and CN groups is reduced without taking part in cyclization.

     
  2. 2.

    The presence of chloro-substituted C atoms in theα direction to the CCl2CH2CHC1 fragment hinders the reductive cyclization of this fragment.

     
  3. 3.

    Cyclization by means of the two dichloromethyl groups in the compound CHC12CH2CHC12 does not take place. In this case, the principal reaction route is a stepwise reduction and alkoxylation.

     

Keywords

Cyclopropane Reaction Route Stepwise Reduction Reductive Cyclization Dichloromethyl 

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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • R. Kh. Freidlina
    • 1
  • A. A. Kamyshova
    • 1
  • L. A. Zhuravleva
    • 1
  • E. Ts. Chukovskaya
    • 1
  1. 1.Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRMoscow

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