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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
Issue Date: Jun-2011
Publisher: NISCAIR-CSIR, India
Abstract: Condensation of 2-mercaptobenzimidazoles <b>1a-e</b> with α-bromoacetylbenzene <b style="">2 </b>resulting in benzimidazolyl β-ketosulfides <b style="">3a-e</b> followed by oxidation with hydrogen peroxide giving β-ketosulfones <b style="">7a-e</b> and subsequent reduction with sodium borohydride yielding β-hydroxysulfones&nbsp; <b style="">9a-e</b> is described. Reaction of <b style="">3a</b>, <b style="">8a, 7a </b>and <b style="">9a</b> 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 <b style="">11a</b>, <b style="">10a</b>,<b style=""> 13a </b>and <b style="">12a</b> respectively.
Description: 829-834
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.50B(06) [June 2011]

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