Free-Radical Azidation with Gamma-N-15-Labeled Phenylsulfonyl Azide

Authors

Douglas S. Masterson, University of Southern MississippiFollow
Jessica P. Shackleford, University of Southern Mississippi

Document Type

Article

Publication Date

5-16-2007

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

Abstract

The γ-nitrogen of phenylsulfonyl azide can be readily ­labeled with ¹⁵N by treating benzenesulfonyl hydrazide with Na¹⁵NO₂. The resulting γ-¹⁵N-labeled sulfonyl azide reacts with carbon-centered free radicals to produce alkyl azides exclusively containing a C-¹⁵N bond. This chemistry provides valuable insight into the free-radical azidation mechanism as well as providing a mild method for the production of ¹⁵N-amines.

Publication Title

Synlett

Issue

8

First Page

1302

Last Page

1304

Recommended Citation

Masterson, D. S., Shackleford, J. P. (2007). Free-Radical Azidation with Gamma-N-15-Labeled Phenylsulfonyl Azide. Synlett(8), 1302-1304.
Available at: https://aquila.usm.edu/fac_pubs/9017