Aldol- and Mannich-type reactions via in situ olefin migration in ionic liquid
Xiao-Fan Yang1, Mingwen Wang, Rajender S Varma
1Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, USA.
Abstract:
An aldol-type and a Mannich-type reaction via the cross-coupling of aldehydes and imines with allylic alcohols catalyzed by RuCl(2)(PPh(3))(3) was developed with ionic liquid as the solvent. The solvent/catalyst system could be reused for at least five times with no loss of reactivity.
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Alcohols can be synthesized from alkyl halides via nucleophilic substitution reactions. The highly polar carbon-halogen bond in the substrate makes halide a good leaving group. The hydroxide ion or water can act as a nucleophile to take the place of halide and form an alcohol. The substitution reactions occur via two different reaction pathways, SN1 or SN2, depending on the nature of carbon attached to the halide.
Primary alcohols are synthesized from primary alkyl halides, and the...


