Synthetic Communications p. 2967 - 2982 (2008)
Update date:2022-08-04
Topics:
Gholap, Atul R.
Paul, Vincent
Srinivasan, Kumar V.
Synthesis of (±)-cibenzoline and its analogs has been achieved by a simple sequence of reactions. The diaryl cyanoolefin intermediate 3 could be prepared by Knoevenagel condensation of benzophenone with ethylcyanoacetate to form the tetra-substituted olefin intermediate 2 followed by Krapcho deethoxycarbonylation or from β-hydroxynitrile intermediate 2' followed by the elimination of hydroxyl group respectively. The 2,2- diphenylcyclopropanecarbonitrile 4 was synthesized from intermediate 3 by cyclopropanation, which was converted to (±)-2-(2,2-diphenylcyclopropyl)- 2-imidazoline 5 by reaction with ethylenediamine in the presence of a catalytic amount of sulfur. Moreover, the obtained 2-imidazolines were smoothly oxidized to the corresponding imidazoles 6 in good to moderate yields. Copyright Taylor & Francis Group, LLC.
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Doi:10.1021/jo01171a008
(1946)Doi:10.1021/jm100971t
(2010)Doi:10.1002/ejoc.200300641
(2004)Doi:10.1021/jm00234a015
(1976)Doi:10.1016/S0020-1693(00)82495-0
(1984)Doi:10.1002/hlca.19760590426
(1976)