Synthesis of Nitrogen-Containing Heterocycles through Catalytic Dehydrative Cyclization Reactions

Freddy O. Rodriguez del Rey and Paul E. Floreancig*

*Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States, Email: floreanpitt.edu

F. O. R. del Rey, P. E. Floreancig, Org. Lett., 2021, 23, 150-154.

DOI: 10.1021/acs.orglett.0c03868

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Abstract

Re₂O₇ in hexafluoroisopropyl alcohol provides access to cationic intermediates from alcohols through the intermediacy of perrhenate esters. This system can be applied to the formation of a number of weakly basic heterocyclic systems through dehydration reactions and intramolecular nucleophilic addition.

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Rate Differences between Isomeric Substrates

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Key Words

2-oxazolines

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ID: J54-Y2021