IBX-mediated one-pot synthesis of benzimidazoles from primary alcohols and arylmethyl bromides

Tetrahedron Letters

Volumn 52, Issue 30, 2011, Pages 3868-3871

  Moorthy, Jarugu Narasimha ^a   Neogi, Ishita ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 PHENYLENEDIAMINE; 2 IODOBENZOIC ACID; ALCOHOL; ARYLMETHYL BROMIDE; BENZIMIDAZOLE; BROMIDE; DIMETHYL SULFOXIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DEHYDROGENATION; HIGH TEMPERATURE; ONE POT SYNTHESIS; OXIDATION; ROOM TEMPERATURE;

EID: 79959517555     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.05.047     Document Type: Article

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51. 3 solution until the pH was 8-9. The organic matter was extracted with ethyl acetate. Regular work-up followed by silica-gel column chromatography led to pure benzimidazoles, which were characterized spectroscopically. For conversion of benzyl bromides to benzimidazoles, the same procedure as above was followed except that the initial conversion to aldehydes was conducted at 70 °C. Once the halide was completely converted to the corresponding aldehyde, the reaction temperature was lowered to rt and o-phenylenediamine was introduced.