synthesis of some new fluorinated hexahydroquinoline and acridinedione derivatives in trifluoroethanol合成一些新的氟hexahydroquinoline trifluoroethanol acridinedione衍生品.pdfVIP

Appl. Sci. 2012, 2, 368-374; doi:10.3390/app2020368 OPEN ACCESS applied sciences ISSN 2076-3417 /journal/applsci Article Synthesis of Some New Fluorinated Hexahydroquinoline and Acridinedione Derivatives in Trifluoroethanol Cosmas O. Okoro *, Mumiye A. Ogunwale and Tasneem Siddiquee Department of Chemistry, Tennessee State University, Nashville, TN 37209, USA; E-Mails: mumiye828@ (M.A.O.); tsiddiqu@ (T.S.) * Author to whom correspondence should be addressed; E-Mail: cokoro@; Tel.: +1-615-963-5325; Fax: +1-615-963-5326. Received: 29 January 2012; in revised form: 6 April 2012 / Accepted: 9 April 2012 / Published: 18 April 2012 Abstract: This article describes one-pot synthesis of new fluorinated hexahydroquinoline derivatives via unsymmetric Hantzsch reaction involving 5-trifluoromethyl-1,3- cyclohexanedione, aldehydes, acetoacetate ester, and ammonium acetate in trifluoroethanol (TFE). The reaction is simple and rapid with high yield. Keywords: unsymmetric Hantzsch reaction; dihydropyridine; trifluoromethyl; hexahydroquinoline; acridinedione; trifluoroethanol 1. Introduction Substituted 1,4-dihydropyridines (1,4-DHPs) are analogs of nicotine adenine dinucleotide dehydrogenase (NADH) coenzymes and are an important class of drugs [1]. In recent years, attention has been paid to the synthesis of 1, 4-dihydropiridines due to their significant biological activities [2]. They are well known as calcium channel modulators and have emerged as an important class of drugs for the treatment of