Cyclic unsaturated compounds

Communication 33. New method for the synthesis of indan
  • V. A. Mironov
  • A. P. Ivanov
  • A. A. Akhrem
Organic and Biological Chemistry


  1. 1.

    A study was made of the transformations of spiro [4.4]-1, 3-nonadiene (I), an equilibrium mixture of bicyclo[4.3.0]-1, 3-nonadiene (II), bicyclo[4.3.0]-2, 4-nonadiene (III) and bicyclo [4.3.0]-1(5), 3-nonadiene (IV), and also bicyclo[4.3.0]-1, 5-nonadiene (V), in the presence of palladium-on-carbon in the temperature range 120–400°.

  2. 2.

    Under the experimental conditions, dienes (I)–(V) are converted in good yields to indan (VI) as the result of three consecutive reactions (I) → (II)+(III)+(IV) → V) → (VI).

  3. 3.

    A convenient method was developed for the synthesis of indan (VI) by the catalytic isomerization-dehydrogenation of the readily available spiro [4.4]-1, 3-nonadiene (I).



Indan Diene Good Yield Spiro Convenient Method 
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Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • V. A. Mironov
    • 1
  • A. P. Ivanov
    • 1
  • A. A. Akhrem
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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