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Baylis-Hillman adducts between pyridine carboxaldehyde derivatives and cyclic enones
Authors:P Narender  M Ravinder  GYSK Swamy  V Jayathirtha Rao
Institution:a Organic Chemistry Division-II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500007, India
b Laboratory of Crystallography, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500007, India
Abstract:Baylis-Hillman (BH) adducts were synthesized using pyridinecarboxaldehyde derivatives and cyclic enones. The Baylis-Hillman reaction was examined by employing various organic tertiary bases and solvents. It was observed that DBU in MeOH as well as imidazole and N-methylimidazole in aqueous MeOH are very effective. These pyridinecarboxaldehydes were reactive and efficient towards the Baylis-Hillman reaction and the resulting adducts are highly stable. The crystal structure for one of the BH adducts was determined.
Keywords:Baylis-Hillman reaction  Substituted 2-chloropyridine-3-carboxaldehydes  Cyclic enones  Organic tertiary bases  Solvents  Baylis-Hillman adducts  X-ray crystal structure
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