Radical Amination with Sulfonyl Azides: A Powerful Method for the Formation of C-N Bonds
- 22 July 2004
- journal article
- concept
- Published by Wiley in Chemistry – A European Journal
- Vol. 10 (15), 3606-3614
- https://doi.org/10.1002/chem.200400027
Abstract
A novel reaction for the introduction of an azide moiety by means of a mild radical process is currently under development. Sulfonyl azides are suitable azidating agents for nucleophilic radicals, such as secondary and tertiary alkyl radicals. More electrophilic radicals, such as enolate radicals, do not react with sulfonyl azides. This feature allowed the development of efficient intra- and intermolecular carboazidations of olefins. Due to the versatility of the azido group, this reaction has an important synthetic potential, as already demonstrated by the preparation of the core of several alkaloids, particularly those containing an amino-substituted quaternary carbon center, such as FR901483.This publication has 40 references indexed in Scilit:
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