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Perchloric Acid Impregnated on Silica Gel (HClO 4 /SiO 2 ): A Versatile Catalyst for Michael Addition of Thiols to the Electron‐Deficient Alkenes
Author(s) -
Khan Abu T.,
Ghosh Subrata,
Choudhury Lokman H.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600006
Subject(s) - chemistry , perchloric acid , catalysis , dichloromethane , aqueous solution , methanol , silica gel , organic chemistry , heterogeneous catalysis , michael reaction , adsorption , conjugated system , inorganic chemistry , polymer , solvent
Perchloric acid adsorbed on silica gel (HClO 4 /SiO 2 ) has been found to be a highly efficient and versatile catalyst for the Michael addition of thiols to a wide variety of conjugated alkenes such as α,β‐unsaturated ketones, carboxylic esters, nitriles, amides and chalcones in dichloromethane or methanol at room temperature. The reactions are completed within 2–20 min in high yields. Some of the additional advantages are: no aqueous work‐up is necessary, and the catalyst is also reusable. Moreover, the solid product can be obtained without chromatographic separation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)