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Title: Synthesis of novel benzimidazole <img src='/image/spc_char/beta.gif' border=0>-keto sulfones and <img src='/image/spc_char/beta.gif' border=0>-hydroxy sulfones and their regiospecific alkylation studies
Authors: Dubey, P K
Kumar, N D Mahesh
Chaitanya, M V S R K
Naidu, A
Vineel, B George
Keywords: Benzimidazole
<img src='/image/spc_char/beta.gif' border=0>-keto sulfones
<img src='/image/spc_char/beta.gif' border=0>-hydroxy sulfones
phase-transfer catalysis
Issue Date: Jul-2010
Publisher: CSIR
Abstract: The synthesis of benzimidazole β-keto sulfides <b style="">5a-f</b> by the reaction of <i>N</i>-alkyl-α-bromo-2-acetylbenzimidazoles <b style="">3a-b</b> with 5-substituted-benzimidazole-2-thiols <b>4a-c</b> followed by successive oxidation with H<sub>2</sub>O<sub>2</sub> to give β-keto sulfones <b style="">8a-f</b> and reduction with NaBH<sub>4</sub> to give β-hydroxy sulfones <b style="">9a-f</b> is described. Reaction of <b style="">5a</b>, <b style="">8a, 9a </b>and <b style="">10a</b> with DMS in the presence of K<sub>2</sub>CO<sub>3</sub> and TBAB as PTC, resulted in the regiospecific <i>N</i>-methylation of benzimidazole moiety of <b style="">12a</b>, <b style="">11a</b>,<b style=""> 14a </b>and <b style="">13a</b> respectively.
Description: 937-943
Appears in Collections:IJC-B Vol.49B(07) [July 2010]

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