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DOI: 10.1055/s-0029-1217553
Diazenes as Powerful and Versatile Tools in Organic Synthesis
Publication History
Publication Date:
15 July 2009 (online)
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Abstract
This account describes the application of diazenes as electrophiles in reactions with alkenes, arenes, aldehydes, ketones, and some other compounds, as well as a variety of transformations that take advantage of the oxidative properties of diazenes.
1 Introduction
2 Synthesis of Diazenes
3 Allylic Amination
4 Electrophilic Amination of Aromatic Substrates
4.1 Application of Diazenedicarboxylates
4.2 Aminations Involving Carbamoyldiazenecarboxylates
5 Reactions of Diazenes with Carbonyl Compounds
5.1 Aminations with Diazenedicarboxylates
5.2 Transformations Employing Carbamoyldiazenecarboxylates
6 Diazenecarboxamides as Precursors for Azoles and Related Reactions
6.1 Condensed 1,2,4-Triazoles
6.2 1,3,4-Oxadiazoles
6.3 1,2,4-Triazoles
7 Selective Oxidation of Thiols To Give Disulfides: Chemical and Biochemical Implications
7.1 Oxidation of Thiols and Selenols
7.2 Electrochemistry
7.3 Biochemical Properties of Diazenecarboxamides
8 Other Applications of Diazenes
9 Conclusions
Key words
diazenes - electrophilic aminations - selective oxidations - complexes - biological activity
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