Iron-Catalyzed Amination of Sulfides and Sulfoxides with Azides in Photochemical Continuous Flow Synthesis

A photochemical (UVA) continuous flow process for the amination of thioethers and sulfoxides was performed with trichloroethoxysulfonyl azide in the presence of catalytic iron­(III) acetylacetonate. Aromatic and aliphatic sulfilimines and sulfoximines were produced in high yields and short reaction...

Full description

Saved in:
Bibliographic Details
Published inACS catalysis Vol. 6; no. 2; pp. 1109 - 1112
Main Authors Lebel, Hélène, Piras, Henri, Borduy, Marie
Format Journal Article
LanguageEnglish
Published American Chemical Society 05.02.2016
Subjects
stereospecific amination
nitrene
sulfoximines
sulfilimines
iron(III) acetylacetonate
continuous flow process
Online AccessGet full text

Cover

More Information
Summary:A photochemical (UVA) continuous flow process for the amination of thioethers and sulfoxides was performed with trichloroethoxysulfonyl azide in the presence of catalytic iron­(III) acetylacetonate. Aromatic and aliphatic sulfilimines and sulfoximines were produced in high yields and short reaction times. The reaction with chiral sulfoxides was stereospecific, producing enantioenriched sulfoximines in excellent yields.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.5b02495