synthesis of new cyano-substituted bis-benzothiazolyl arylfurans and arylthiophenes合成的新cyano-substituted bis-benzothiazolyl arylfurans arylthiophenes.pdfVIP

Molecules 2003, 8, 342-349 molecules ISSN 1420-3049 / Synthesis of New Cyano-Substituted bis-Benzothiazolyl Arylfurans and Arylthiophenes 1 1 2 3,* Livio Racanè , Vesna Tralić-Kulenović David W. Boykin and Grace Karminski-Zamola 1 Faculty of Textile Technology, University of Zagreb, Pierottijeva 6, 10000 Zagreb, Croatia 2 Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, Georgia 30303-3083, USA 3 Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulicev trg 20, 10000 Zagreb, Croatia * Author to whom the correspondence should be addressed; e-mail:gzamola@pierre.fkit.hr Received: 12 December 2002; in revised form: 11 March 2003 / Accepted: 27 March 2003 / Published: 31 March 2003 Abstract: The new compounds 2-[4-(6-cyanobenzothiazol-2-yl)phenyl]-5-(6-cyano- benzothiazol-2-yl)furan (6a) and 2-[4-(6-Cyanobenzothiazol-2-yl)phenyl]-5-(6-cyano- benzothiazol-2-yl)thiophene (6b) were synthesized by multi-step reactions from the corresponding 2-furan and 2-thiophene carboxaldehydes (route A), as well as from 2- furan and 2- thiophene carboxylic acids (route B). Route B involves one less step than route A, but the overall yields of the reactions are considerably lower. Keywords: bis-Benzothiazole, 6-Cyanobenzothiazole, Furan, Thiophene. Introduction Benzothiazoles are heterocyclic compounds with multiple appli