Related Experiment Video
Updated: Jan 20, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
N-Morpholinomethyl-5-lithiotetrazole: A Reagent for the One-Pot Synthesis of 5-(1-Hydroxyalkyl)tetrazoles
Panagiotis D Alexakos1, Duncan J Wardrop1
1Department of Chemistry , University of Illinois at Chicago , 845 West Taylor Street , Chicago , Illinois 60607-7061 , United States.
Abstract:
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.
Related Concept Videos
05:07Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
09:59Investigation of RNA Synthesis Using 5-Bromouridine Labelling and Immunoprecipitation
5-Number Summary
In a box plot, the minimum and maximum data values represent the lower and upper whiskers in the graph, and the median is designated as the center of the box in the chart. The first quartile and third...
09:56Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
The 5 c's of Pricing
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

