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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
rac-4-{(E)-[1-Cyano-1-cyclo-hexyl-2-(1H-indol-3-yl)eth-yl]imino-meth-yl}benzonitrile
Julien Letessier1, Dieter Schollmeyer, Heiner Detert
1University Mainz, Duesbergweg 10-14, 55128 Mainz, Germany.
Abstract:
A phosphine-catalysed addition of gramine to an alkyl-idene-amino-nitrile gives the title compound, C(25)H(24)N(4), in good yield. In the crystal, pairs of mol-ecules are connected via N-H⋯N hydrogen bonds into inversion dimers. The mol-ecules are characterized by a planar indole moiety [maximum deviation = 0.012 (1) Å], a chair conformation of the cyclo-hexane ring and an anti-periplanar conformation of the H atom on the cyclo-hexane and the adjacent cyano group.
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