Journal of the Chemical Society. Perkin transactions I p. 291 - 313 (1984)
Update date:2022-08-04
Topics:
Benner, Jill P.
Gill, G. Bryon
Parrott, Stephen J.
Wallace, Brian
The addition of chloral and bromal to a variety of alkyl-substituted alkenes has been investigated.The effect of the reaction of varying the Lewis acid catalyst and the structure of substrate have been studied.Anhydrous AlCl3 was found to be most effective catalyst, and ene-type adducts were the major products in most cases.Side reactions were observed with the less reactive systems leading, variously, to the formation of trihalogenoketones, hydrohalogenated ene adducts, and cyclic ethers.Conditions for optimising the yield of ene adducts were established in some cases.The trihalogenoketone by-products can be conveniently removed by a Grignard-type reaction.
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