ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis of conjugated (E,E)-1,3-diene-containing troponoid-based compounds

Wen-Tao Gao, Yan Yan, and Yang Li

Institute of Superfine Chemicals, Bohai University, 121000 Jinzhou, China

E-mail: bhuzh@163.com

Abstract: Through exploration of the electrophilic substitution reaction of 3-((2E,4E)-5-phenylpenta-2,4-dienoyl)-2-hydroxy-2,4,6-cycloheptatrien-1-one (3-((2E,4E)-5-phenylpenta-2,4-dienoyl)tropolone) with halogen and diazonium salts as well as the nucleophilic cyclisation reaction with hydroxylamine hydrochloride and substituted phenylhydrazine hydrochlorides by employing our reliable methods, we have synthesised a series of new (E,E)-1,3-diene-bearing troponoid-based compounds. All the newly synthesised molecules represent an issue of great interest, since the presence of conjugated 1,3-diene moiety can be developed further via other reactions.

Keywords: troponoid – 1,3-diene – electrophilic substitution – nucleophilic cyclisation

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-012-0155-1

Chemical Papers 66 (7) 691–698 (2012)