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首页> 外文期刊>Indian Journal of Chemistry, Section B. Organic Including Medicinal >A facile synthesis of new fungitoxic fluorine-containing thiazolo-1,3-dithiins,thiazines and oxathiins
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A facile synthesis of new fungitoxic fluorine-containing thiazolo-1,3-dithiins,thiazines and oxathiins

机译:一种新型的具有真菌毒性的含氟噻唑洛-1,3-二硫氨酸,噻嗪类和草酰硫醇类化合物的简便合成

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摘要

Dithioesters 4a-c obtained by Michael-type addition of N-(p-fluorophenyl) dithiocarbamic acid 3 to 3-aryl-5-benzylidenerhodanines 2a-c undergo intramolecular chemoselective heterocyclizations with conc. H_2SO_4, NaOH and CH_3I to afford 3, 7-diaryl-5-(arylimino)-2,3,5,7-tetrahydrothiazolo[4,5-d][1,3]dithiin-2-thiones 5a-c,3,4,7-triaryl-2,3,4,5,7-pentahydrothiazolo[4,5-d][1,3,]thiazine-2,5-dithiones 6a-c and 3,7-diaryl-5-(arylimino)-2,3,5,7-tetrahydrothiazolo[4,5-e][1,3]oxathiin-2-thiones 7a-c respectively. The compounds 5c,6c and 7c display in vitro fungitoxicity equivalent to that of commercial fungicide mancozeb against A. solani and oxysporum at 1000 ppm concentration.
机译:通过将N-(对氟苯基)二硫代氨基甲酸3的迈克尔型加成至3-芳基-5-苄基亚金刚丹胺2a-c的二硫代酸酯4a-c经历分子内化学选择性杂环化。用H_2SO_4,NaOH和CH_3I生成3,7-二芳基-5-(芳基氨基)-2,3,5,7-四氢噻唑[4,5-d] [1,3]二硫代-2-硫酮5a-c,3 ,4,7-三芳基-2,3,4,5,7-五氢噻唑[4,5-d] [1,3,]噻嗪-2,5-二硫酮6a-c和3,7-二芳基-5- (arylimino)-2,3,5,7-tetrahydrothiazolo [4,5-e] [1,3] oxathiin-2-thiones 7a-c。化合物5c,6c和7c的体外真菌毒性与市售杀真菌剂代森锰锌在1000 ppm浓度下对sol。A. solani和oxysporum的毒性相同。

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