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IJC-B Vol.49B [2010] >
IJC-B Vol.49B(07) [July 2010] >


Title: Synthesis of novel benzimidazole -keto sulfones and -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
-keto sulfones
-hydroxy sulfones
H2O2
NaBH4
regiospecific
phase-transfer catalysis
Issue Date: Jul-2010
Publisher: CSIR
Abstract: The synthesis of benzimidazole β-keto sulfides 5a-f by the reaction of N-alkyl-α-bromo-2-acetylbenzimidazoles 3a-b with 5-substituted-benzimidazole-2-thiols 4a-c followed by successive oxidation with H2O2 to give β-keto sulfones 8a-f and reduction with NaBH4 to give β-hydroxy sulfones 9a-f is described. Reaction of 5a, 8a, 9a and 10a with DMS in the presence of K2CO3 and TBAB as PTC, resulted in the regiospecific N-methylation of benzimidazole moiety of 12a, 11a, 14a and 13a respectively.
Page(s): 937-943
Source:IJC-B Vol.49B(07) [July 2010]

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