Reaction of Arenediazonium Chlorides and Sulfur(IV) oxide with (2E,6E)-2,6-Dibenzylidenecyclohexanone and (2E,2'E)-3,3'-Benzene-1,4-diyl-bis(1-phenylprop-2-en-1-one)

Authors:

Evgenia Bila, Mykola Obushak, Maria Dzikovska and Christina Rybak

It has been established that cuprous catalytic reaction of (2E,6E)-2,6-dibenzylidenecyclohexanone or (2E,2'E)-3,3'-benzene-1,4-diyl-bis(1-phenylprop-2-en-1-one) with arenediazonium chloride and sulfur(IV) oxide leads to the formation of arylsulfonylation product by only one double bond. Substituted 2-benzyliden-6-[(arylsulfonyl)(phenyl)methyl]cyclohexanones and 3[4-(1-arylsulfonyl-3-oxo-3-phenylpropyl)phenyl]-1-phenylprop-2-en-1-ones) have been obtained

6-dibenzylidenecyclohexanone

chalcones.

[1] Srikanth G. and Castle S.: Tetrahedron, 2005, 61, 10377.
[2] Kempin U., Hennig L., Knoll D. et al.: Tetrahedron, 1997, 53, 17690.
[3] Ardia R. and Rao J.: Asian J. Chem., 2004, 16, 1194.
[4] Desenko S. and Orlov B.: Azogeterocykly Nenasychenyh Aromatycheskih Khalkonov. Folio. Kharkov 1998.
[5] Dhar D.: The Chemistry of Chalcones and Related Compounds. John Wiley & Sons, New York 1981.
[6] Boyd M.: Cancer: Principles and Practice of Oncology Updates. Lippincott, Philadelphia 1989.
[7] Chen Yu., Lam Yu. and Yee-Hing L.: Org. Lett., 2003, 5, 1067.
[8] Bila E. and Ganuschak M.: Proceedings of the Shevchenko Scientific Society, 2003, 10. 76.
[9] Bila E.: Visnyk Lvivskogo Universytetu, 2008, 49, 2.