Amberlyst-15 in Ionic Liquid: An Efficient and Recyclable Reagent for Nucleophilic Substitution of Alcohols and Hydroamination of Alkenes

The nucleophilic substitution reaction of secondary alcohols and hydroamination of alkenes with amides, sulfonamides, carbamates, and amines using Amberlyst‐15 immobilized in [Bmim][BF4] (1‐butyl‐3‐methylimidazolium tetrafluoroborate) ionic liquid as an efficient recyclable reagent is described. The...

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Bibliographic Details
Published in:European Journal of Organic Chemistry 2010-11, Vol.2010 (32), p.6233-6238
Main Authors: Qureshi, Ziyauddin S., Deshmukh, Krishna M., Tambade, Pawan J., Dhake, Kishor P., Bhanage, Bhalchandra M.
Format: Article
Language:English
Subjects:
Amidation
Chemical reactivity
Chemistry
Exact sciences and technology
Heterogeneous catalysis
Hydroamination
Ionic liquids
Kinetics and mechanisms
Nucleophilic substitution
Organic chemistry
Reactivity and mechanisms
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Summary:The nucleophilic substitution reaction of secondary alcohols and hydroamination of alkenes with amides, sulfonamides, carbamates, and amines using Amberlyst‐15 immobilized in [Bmim][BF4] (1‐butyl‐3‐methylimidazolium tetrafluoroborate) ionic liquid as an efficient recyclable reagent is described. The solvent effect is prominent in the reaction, and the desired substitution products are obtained in good to excellent yield. The protocol is advantageous due to the ease of handling of the reagents, the simple work‐up procedure, and the environmentally benign conditions that allow effective recyclability. A facile protocol involving Amberlyst‐15 in the ionic liquid [Bmim][BF4] (= 1‐butyl‐3‐methylimidazolium tetrafluoroborate) has been developed for nucleophilic substitution of alcohols and hydroamination of alkenes.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201000456