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Synthesis 2009(22): 3791-3796  
DOI: 10.1055/s-0029-1217010
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (E)-Stilbenes and (E,E)-1,4-Diphenylbuta-1,3-diene Promoted by Boron Trifluoride-Diethyl Ether Complex

T. Narender*, K. Papi Reddy, G. Madhur
Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226 001, U.P., India
Fax: +91(522)2623405; e-Mail: t_narendra@cdri.res.in;
Further Information

Publication History

Received 4 May 2009
Publication Date:
23 September 2009 (online)

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Abstract

An efficient, simple, and practical method has been developed to regioselectively synthesize (E)-stilbenes and (E,E)-1,4-diphenylbuta-1,3-diene in good to excellent yields in the presence of boron trifluoride-diethyl ether complex as a catalyst in a short reaction (30-60 s) at room temperature.

Key words

boron trifluoride-diethyl ether complex - (E)-stilbenes - (E,E)-1,4-diphenylbuta-1,3-diene - ketones - regioselectivity

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Please see the experimental section for the reaction procedure.