Synthesis of Nitrogen-Containing Heterocycles through Catalytic Dehydrative Cyclization Reactions
2020; American Chemical Society; Volume: 23; Issue: 1 Linguagem: Inglês
10.1021/acs.orglett.0c03868
ISSN1523-7060
AutoresFreddy O. Rodriguez del Rey, Paul E. Floreancig,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoRe2O7 in hexafluoroisopropyl alcohol provides access to cationic intermediates from alcohols through the intermediacy of perrhenate esters. This manuscript describes the application of the system to the formation of a number of weakly basic heterocyclic systems through dehydration reactions and intramolecular nucleophilic addition. The influence of the substrate structure on the reaction rates and stereocontrol is discussed with respect to intermediate ion pairs.
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