Synthesis and antifungal activities of 5-(3, 4, 5-trimethoxyphenyl)-2-sulfonyl-1, 3, 4-thiadiazole and 5-(3, 4, 5-trimethoxyphenyl)-2-sulfonyl-1, 3, 4-oxadiazole …

CJ Chen, BA Song, S Yang, GF Xu, PS Bhadury…

Index: Chen, Cai-Jun; Song, Bao-An; Yang, Song; Xu, Guang-Fang; Bhadury, Pinaki S.; Jin, Lin-Hong; Hu, De-Yu; Li, Qian-Zhu; Liu, Fang; Xue, Wei; Lu, Ping; Chen, Zhuo Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 12 p. 3981 - 3989

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Citation Number: 157

Abstract

Starting from the key intermediate 5-(3, 4, 5-trimethoxyphenyl)-1, 3, 4-thiadiazole-2-thiol (4) or the oxadiazole analogue (5), the title compounds 9 and 10 are synthesized by a two-step process. Thioetherification reaction of 4 or 5 with an organic halide catalyzed by indium or indium tribromide first affords appropriate sulfide 7 or 8, which is then converted into title compounds 9 or 10 by hydrogen peroxide oxidation catalyzed by ammonium molybdate in ...