4.4 Article

Efficient nucleophilic substitution reactions of highly functionalized allyl halides in ionic liquid media

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 7, Pages 1427-1431

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2003.12.051

Keywords

alpha,beta-unsaturated ketone; ionic liquid; S(N)2 reaction; halides

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Nucleophilic substitution reactions of highly functionalized allyl halides with three anions, N-3(-), AcO-, and PhSO2-, in ionic liquid media were conducted. The ionic liquid, [Bmim][BF4], was found to be superior to classical organic solvents to give higher yields and faster reaction rates. The resulting products belong to multifunctionalized trisubstituted alpha,beta-unsaturated ketones, which are useful building blocks for organic synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

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