4.4 Article

A novel three-component tandem protocol for the regioselective synthesis of 1-(2-arylmethyl-5-aryl-3-thienyl)pyrrolidines and piperidines

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 35, Pages 6133-6136

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.06.142

Keywords

thienylpyrrolidine; thienylpiperidine; tandem sequence; 3-thiophenone; microwave; aldehyde

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A series of new substituted 1-(2-arylmethyl-5-aryl-3-thienyl)pyrrolidines and piperidines were synthesised by one-pot, three-component tandem reactions of 5-aryldihydro-3(2H)-thiophenone, aromatic alclehydes and pyrrolidine/piperidine under solvent-free microwave irradiation. This facile transformation occurs presumably via a tandem enamine formation-carbonyl additiondehydration-isomerisation sequence. (c) 2007 Elsevier Ltd. All rights reserved.

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