Reactions of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Benzothiazolium Salts 英文参考文献.docVIP
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Reactions of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole Type Aldehydes with Benzothiazolium Salts 英文参考文献
Molecules 2004, 9, 241-255
molecules
ISSN 1420-3049
Reactions of Substituted Furan-2-carboxaldehydes and Furo[b]pyrrole
Type Aldehydes with Benzothiazolium Salts
Zita Puterová 1, Al?beta Kruto?íková 1,*, Antonín Ly?ka 2 and Tatiana ?ur?eková 1
1 Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius in
Trnava, SK-917 01 Trnava, Slovak Republic, Tel. (+421) 3 5565 372, Fax (+421) 3 5565 185.
2 Research Institute for Organic Syntheses, Rybitvi 296, CZ-532 18 Pardubice 20, Czech Republic.
*Author to whom correspondence should be addressed; e-mail: krutosik@ucm.sk
Received: 18 February 2004 / Accepted: 23 March 2004 / Published: 31 March 2004
Abstract: A series of new push-pull compounds were synthesised by reaction of 5-aryl-
furan-2-carboxaldehydes and furo[b]pyrrole type aldehydes with benzothiazolium salts.
These new condensation products represent highly conjugated systems that have potential
biological activity. The reaction of furo[b]pyrrole type aldehydes with benzothiazolium
salts give potential precursors of cyanine dyes.
Keywords: 5-Arylfuran-2-carboxaldehydes; 2-formylfuro[3,2-b]pyrrole-5-carboxylates;
2-formylfuro[2,3-b]pyrrole-5-carboxylate; benzothiazolium salts, 1H- and 13C-NMR
spectra.
Introduction
Many compounds containing the benzothiazole moiety are reported to be biologically active and
good structure-activity relations have been found using QSAR studies [1,2]. High antimicrobial
activity of benzothiazolium salts has been reported for systems bearing electron-donating substituents
at C2 and the activity increases if the substituent is bound by a conjugated polyene bridge [3]. The
push-pull system is responsible for the high biological activity observed in these compounds. It has
also been reported that these compounds can also be used as precursors of cyanine dyes [4].
Molecules 2004, 9
242
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