6533b85dfe1ef96bd12bf2a3

RESEARCH PRODUCT

Syntheses of Trifluoroethylated N-Heterocycles from Vinyl Azides and Togni’s Reagent Involving 1,n-Hydrogen-Atom Transfer Reactions

Carsten BolmKari RissanenBenedict PetranSteven TerhorstDeo Prakash TiwariDaniela Meister

subject

eetteritenergia010405 organic chemistryChemistryOrganic ChemistryreagentsHydrogen atom010402 general chemistry01 natural sciencesBiochemistryChloride0104 chemical sciencesetherssubstituentsReagentredox reactionsPolymer chemistryreagenssitmedicineDensity functional theoryPhysical and Theoretical Chemistryenergymedicine.drug

description

2,2,2-Trifluoroethyl-substituted 3-oxazolines, 3-thiazolines, and 5,6-dihydro-2H-1,3-oxazines have been obtained by reacting substituted vinyl azides with a combination of Togni’s reagent and substoichiometric amounts of iron(II) chloride. The results of density functional theory calculations support the proposed mechanism involving 1,n-hydrogen-atom transfer reactions. peerReviewed

yearjournalcountryeditionlanguage
2020-06-04Organic Letters
https://doi.org/10.1021/acs.orglett.0c01566