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Synthesis 2011(2): 173-189
DOI: 10.1055/s-0030-1258305
DOI: 10.1055/s-0030-1258305
REVIEW
© Georg Thieme Verlag
Stuttgart ˙ New York
Nitrogen-Centered Radical Scavengers
Further Information
Received
26 August 2010
Publication Date:
18 October 2010 (online)
Publication History
Publication Date:
18 October 2010 (online)
Abstract
As reactants in radical reactions, nitrogen-centered scavengers can offer valuable alternatives to ionic methods regarding the synthesis of nitrogen-containing compounds. In this review article, we present developments, scope, limitations and future challenges in this field of radical chemistry.
1 Introduction
2 Alkyl Azides
3 Sulfonyl Azides
3.1 Reactions with Alkyl Radicals
3.2 Functionalization of Alkenes
3.3 Diastereoselective Reactions
3.4 Natural Product Synthesis
4 Arenediazonium Salts
4.1 Reactions with Alkyl Radicals
4.2 Functionalization of Alkenes
4.3 Functionalization of Arenes
5 Azo Compounds
5.1 Intramolecular Addition
5.2 Diazirines
5.3 Azo Dicarboxylates
6 Nitrogen Monoxide and Synthetic Equivalents
6.1 Nitrogen Monoxide
6.2 Thionitrosyl Esters
6.3 Alkyl Nitrites
7 Imines
7.1 Intramolecular Addition
7.2 Stannylimines
8 Hydrazines
9 Conclusion
Key words
radicals - radical reaction - azides - azo compounds - imines
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