4.5 Article

Detection of the Elusive Nitrogen-Centered Radicals from Catalytic Hofmann-Loffler Reactions

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 40, Pages 6361-6365

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201900497

Keywords

Amines; Radicals; Amination; EPR spectroscopy; Pyrrolidines

Ask authors/readers for more resources

The catalytic Hofmann-Loffler reaction represents a uniquely effective protocol for the formation of pharmaceutically relevant heterocycles and is based on the reactivity of N-halogenated amines. Herein, we report stoichiometric experimentation toward the detection of a sulfonamidyl radical as the decisive intermediate in this C-H amination reaction. It can be observed by EPR after homolytic cleavage of the in situ formed N-halogen bond under the conditions of the iodine or bromine catalyzed Hofmann-Loffler reaction.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.5
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available