40060-76-2Relevant articles and documents
N-Morpholinomethyl-5-lithiotetrazole: A Reagent for the One-Pot Synthesis of 5-(1-Hydroxyalkyl)tetrazoles
Alexakos, Panagiotis D.,Wardrop, Duncan J.
, p. 12430 - 12436 (2019)
An efficient, one-pot method for the preparation of 5-(1-hydroxyalkyl)tetrazoles is reported. N-Morpholinomethyl-5-lithiotetrazole, generated by the deprotonation of 4-(N-tetrazolylmethyl)morpholine with LiHMDS, undergoes addition to ketones and aldehydes (both aromatic and aliphatic) to form 5-(1-hydroxyalkyl)tetrazoles in a high yield, after acidic workup. The reported protocol displays a broad substrate scope and functional group tolerance, avoids the use of cyanide- or azide-based reagents, and provides access to sterically congested and unsaturated tetrazoles, which are difficult to access by other means.
Microwave Synthesis of 5-Substituted 1 H-Tetrazoles Catalyzed by Bismuth Chloride in Water
Coca, Adiel,Feinn, Liana,Dudley, Joshua
, p. 1023 - 1030 (2015/03/30)
(Chemical Equation Presented). Bismuth chloride was used to catalyze the [2 + 3] cycloaddition between sodium azide with aryl nitriles, aliphatic nitriles, and vinyl nitriles. A number of 5-substituted 1H-tetrazoles were synthesized in water or isopropano
Homologation of 1-(benzyloxymethyl)-1H-tetrazole via lithiation
Satoh, Yoshitaka,Moliterni, John
, p. 528 - 530 (2007/10/03)
Lithiation of 1-(Benzyloxymethyl)-1H-tetrazoIe, prepared by alkylation of 1H-tetrazole with benzyl chloromethyl ether, followed by treatement with a variety of electrophiles afforded its homologation products. Hydrogenation or acid hydrolysis gave the corresponding free tetrazoles.