4.7 Article

Preparation of 5-substituted 1H-tetrazoles from nitriles in water

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 66, Issue 24, Pages 7945-7950

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo010635w

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Funding

  1. NIGMS NIH HHS [GM-28384] Funding Source: Medline

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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.

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