119th General Meeting of the KCS

Type Poster Presentation
Area 유기화학
Room No. 포스터발표장
Time 4월 20일 (목요일) 11:00~12:30
Code ORGN.P-208
Subject A Novel Synthesis of 5-phenyl-2-heteroarylcarbothioamides from heteroarylcarboxylic acids
Authors 이희주, 김한나, 이재인*
덕성여자대학교 화학과, Korea
Abstract Thioamides are an important compounds class due to their diverse biological activities and especially [5-(3,4-dichlorophenyl)furan-2-yl](piperidin-1-yl)methanethione (DFPM) downregulates abscisic acid (ABA)-dependent gene expression and inhibits ABA signal induction. A synthetic route of 5-phenyl-2-heteroarylcarbothioamides is described. The diazotization of 2-furoic acid with benzenediazonium salts afforded 5-phenyl-2-furoic acids which were treated with di-2-pyridyl carbonate(2-DPC) and subsequent addition of amines to give 5-phenyl-2-furancarboamides in one-pot. 5-Phenyl-2-heteroarylcarboamides were also prepared by the coupling of 5-bromo-2-heteroarylcarboamides with sodium tetraphenylborates in the presence of catalytic palladium(Ⅱ) chloride. The thionation of 5-phenyl-2-heteroarylcarboamides using Lawesson reagent afforded 5-phenyl-2-heteroarylcarbothioamides in high yields.
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