Synthesis and reactions of 1-benzyl-3-haloalkyl-5-chloropyrazoles |
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Authors: | E V Rudyakova V A Savosik I T Evstaf’eva E V Kondrashov G G Levkovskaya |
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Institution: | (1) Faworsky Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, 664033, Russia |
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Abstract: | Synthesized 1-benzyl-3-chloroalkyl-5-chloropyrazoles reacted with indole and pyrrole in DMSO in the presence of alkali to give 3-(heter-1-yl)alkyl-substituted 1-benzyl-5-chloropyrazoles. 1-(1-Benzyl-5-chloropyrazol-3-yl)methyl]indole reacted regiospecifically with chloroal trifluoromethylsulfonyl- and 4-chlorophenylsulfonylimines providing the products of C-amidotrichloroethylation into the position 3 of the indole ring. {1-(1-Benzyl-5-chloropyrazol-3-yl)methyl]indol-3-yl}sulfanylacetic acid was obtained by the reaction of 1-(1-benzyl-5-chloropyrazol-3-yl)methyl]-indole with iodine, thiourea, and chloroacetic acid. |
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