Synthesis of New Cyano-Quinoline Derivatives by the Baylis–Hillman Reaction
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Date
2012-12-04
Authors
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Fatiha Guenfoud
Abstract
Quinoline derivatives represent the major class
of heterocycles, and a number of preparations have been
known since the late 1800s. The quinoline ring system
occurs in various natural products, especially in alkaloids.
The quinoline skeleton is often used for the design of many
synthetic compounds with diverse pharmacological properties. A new quinoline derivative was crystallized from the
reaction between acrylonitrile and 2-chloro-3-formyl quinoline derivatives which had themselves been prepared from
the Meth Cohn method. The reaction catalyzed by DABCO,
gives rise to five new 2-[2-Chloro-quinolin-3-yl)-hydroxymethyl]-acrylonitrile derivatives. The crystal structure of
the 7-Methyoxy-substituted one crystallizes in monoclinic
space group C2/c, a = 17.1090 (7) A˚ , b = 8.3119 (5) A˚ ,
c = 19.7949 (6) A˚ , b = 101.922 (2)°, and its cohesion was
assured by O–H N, O–H O and C–H O hydrogen bonds