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

Karthikeyan, Subramanian Vedhanarayanan ; Perumal, Subbu ; Balasubramanian, K. K. (2007) A novel three-component tandem protocol for the regioselective synthesis of 1-(2-arylmethyl-5-aryl-3-thienyl)pyrrolidines and piperidines Tetrahedron Letters, 48 (35). pp. 6133-6136. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.06.142

Abstract

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 aldehydes and pyrrolidine/piperidine under solvent-free microwave irradiation. This facile transformation occurs presumably via a tandem enamine formation-carbonyl addition-dehydration-isomerisation sequence.

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