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Synthesis 2005(6): 899-902  
DOI: 10.1055/s-2005-861835
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of the New 5-(Fluorobenzenethiolated)-2-furfuraldehyde Thiosemicarbazones

Juan L. Bautistaa, Jorge Tiburciob, Hugo Torrens*a
a División de Estudios de Posgrado, Facultad de Química, UNAM. Cd. Universitaria, 04510 México, Mexico
Fax: +52(55)6223724; e-Mail: torrens@servidor.unam.mx;
b Department of Chemistry & Biochemistry, University of Windsor, Windsor ON, N9B 3P4, Canada
Further Information

Publication History

Received 11 August 2004
Publication Date:
21 February 2005 (online)

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Abstract

Four new fluorinated aldehydes (5-RfS-2-furfuraldehyde; Rf = 4-CF3C6F4 for 1, 4-C6HF4 for 2, 4-CF3C6H4 for 3 and 2,4-C6H3F2 for 4) derived from 5-bromo-2-furfuraldehyde have been prepared. Treatment of compounds 1-4 with thiosemicarbazide afford the corresponding 5-RfS-2-furfuraldehyde thiosemicarbazones (Rf = 4-CF3C6F4 for 5, 4-C6HF4 for 6, 4-CF3C6H4 for 7 and 2,4-C6H3F2 for 8). The molecular structure of compound 6 has been determined.

Key words

fluorine - furans - sulfur - thiosemicarbazones - furfuraldehyde

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CCDC 247008 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033.