A general method for the synthesis of benzimidazole-4-sulfonamides

✍ Scribed by Mark D. Rosen; Zahna M. Simon; Kyle T. Tarantino; Lucy X. Zhao; Michael H. Rabinowitz

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 532 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.01.015

✦ Synopsis

A general method for the synthesis of benzimidazole-4-sulfonamides is described. This methodology employs commercially available benzothiadiazole-4-sulfonyl chloride as a benzimidazole equivalent. Reaction with a variety of amines followed by highly chemoselective reductive desulfurization gives intermediate 1,2-phenylenediamines, which may then react with aryl, heteroaryl, and alkyl aldehydes to provide substituted benzimidazole sulfonamides.