4.3 Article

Heptadecafluorooctanesulfonic acid (C8F17SO3H) catalyzed intramolecular hydroamination of olefinic sulfonamides in fluorous biphase system (FBS)

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 128, Issue 1, Pages 40-45

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2006.09.012

Keywords

hydroamination; fluorous biphase system; Bronsted acid; cyclization; heptadecafluorooctanesulfonic acid

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A practical, efficient, and environmentally benign intramolecular hydroamination of olefinic sulfonamides was carried out in fluorous biphase system (FBS) using commercially available heptadecafluorooctanesulfonic acid (C8F17SO3H) as a catalyst and perfluorodecaline (C10F18, cis- and trans- mixture) as a fluorous solvent to produce the corresponding cyclic products in good yields. The Bronsted acid of C8F17SO3H is easily recovered and recycled at least five times. (c) 2006 Elsevier B.V. All rights reserved.

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