Journal
TETRAHEDRON
Volume 64, Issue 7, Pages 1263-1269Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.11.070
Keywords
silica supported perchloric acid; amidoalkyl naphthol; multi-component reaction; recyclable heterogeneous catalyst
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An efficient and direct protocol for the preparation of amidoalkyl naphthols employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehydes, and acetonitrile or acetamide in the presence of silica supported perchloric acid under solvent, solvent-free, and microwave irradiation conditions is described. The present protocol with HClO4-SiO2 catalyst is superior to the recently reported catalytic methods. It is noteworthy that 1-amidomethyl-2-naphthols can be converted into important 'drug like' 1-aminomethyl-2-naphthol derivatives by amide hydrolysis. (c) 2007 Elsevier Ltd. All rights reserved.
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