Preparation of 5-Substituted 1H-Tetrazoles from Nitriles in Water†

✍ Scribed by Demko, Zachary P.; Sharpless, K. Barry

• Book ID: 115467182
• Publisher: American Chemical Society
• Year: 2001
• Tongue: English
• Weight: 88 KB
• Volume: 66
• Category: Article
• ISSN: 0022-3263
• DOI: 10.1021/jo010635w

✦ Synopsis

The addition of sodium azide to nitriles to give 1H-tetrazoles is shown to proceed readily in water with zinc salts as catalysts. The scope of the reaction is quite broad; a variety of aromatic nitriles, activated and unactivated alkyl nitriles, substituted vinyl nitriles, thiocyanates, and cyanamides have all been shown to be viable substrates for this reaction. † Dedicated to Professor Harry H. Wasserman on the occasion of his 80th birthday.