Preparation of 5-Substituted 1H-Tetrazoles from Nitriles in Water
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- 1 November 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 66 (24), 7945-7950
- https://doi.org/10.1021/jo010635w
Abstract
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.Keywords
This publication has 6 references indexed in Scilit:
- A Practical and Highly Efficient Aminohydroxylation of Unsaturated Carboxylic AcidsAngewandte Chemie International Edition, 2001
- Dialkyltin oxide mediated addition of trimethylsilyl azide to nitriles. A novel preparation of 5-substituted tetrazolsThe Journal of Organic Chemistry, 1993
- Three synthetic routes to a sterically hindered tetrazole. A new one-step mild conversion of an amide into a tetrazoleThe Journal of Organic Chemistry, 1991
- cis- and trans-3-Methyl-2-phenylmorpholineThe Journal of Organic Chemistry, 1962
- An Improved Synthesis of 5-Substituted TetrazolesJournal of the American Chemical Society, 1958
- THE REACTION OF NITRILES WITH HYDRAZOIC ACID: SYNTHESIS OF MONOSUBSTITUTED TETRAZOLESThe Journal of Organic Chemistry, 1950