|
NISCAIR ONLINE PERIODICALS REPOSITORY (NOPR) >
NISCAIR PUBLICATIONS >
Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.50B [2011] >
IJC-B Vol.50B(06) [June 2011] >
| 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 |
| CC License: |  CC Attribution-Noncommercial-No Derivative Works 2.5 India |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.50B(06) [June 2011]
|
|
