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Title: Synthesis and regiospecific methylation of new benzimidazolyl β-ketosulfones and β-hydroxysulfones
Authors: Kumar, N D Mahesh
Dubey, P K
Keywords: Regiospecific alkylation;Phase-transfer catalyst;2-Mercaptobenzimidazole
Issue Date: Jun-2011
Publisher: NISCAIR-CSIR, India
Abstract: Condensation of 2-mercaptobenzimidazoles 1a-e with α-bromoacetylbenzene 2 resulting in benzimidazolyl β-ketosulfides 3a-e followed by oxidation with hydrogen peroxide giving β-ketosulfones 7a-e and subsequent reduction with sodium borohydride yielding β-hydroxysulfones  9a-e is described. Reaction of 3a, 8a, 7a and 9a with DMS in the presence of potassium carbonate as base and tetrabutylammonium bromide (TBAB) as phase transfer catalyst, results in the regiospecific N-methylation of the NH of benzimidazole moiety giving 11a, 10a, 13a and 12a respectively.
Page(s): 829-834
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.50B(06) [June 2011]

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