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Synlett 2003(2): 0156-0165
DOI: 10.1055/s-2003-36775
DOI: 10.1055/s-2003-36775
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York
Carbon-Heteroatom Bond-Forming Reactions Mediated by Cerium(IV) Ammonium Nitrate:An Overview
Weitere Informationen
Received
10 July 2002
Publikationsdatum:
22. Januar 2003 (online)
Publikationsverlauf
Publikationsdatum:
22. Januar 2003 (online)
Abstract
As a powerful one-electron oxidant, cerium(IV) ammonium nitrate (CAN) is useful for a variety of oxidative transformations including carbon-carbon bond formation. Recent work has also demonstrated the usefulness of CAN in carbon-heteroatom bond-forming reactions. Particularly noteworthy is the effectiveness of CAN in building C-N, C-S, C-Se, C-Br, and C-I bonds. This account is aimed at creating awareness among organic chemists about such reactions with potential application in the synthesis of a variety of building blocks.
1 Introduction
2 Carbon-Carbon Bond-Forming Reactions Mediated by CAN: A Brief Outline
3 Carbon-Heteroatom Bond-Forming Reactions Mediated by CAN
3.1 Carbon-Nitrogen Bond Formation
3.2 Carbon-Sulfur Bond Formation
3.3 Carbon-Selenium Bond Formation
3.4 Carbon-Halogen Bond Formation
4 Conclusion
Key words
cerium(IV) ammonium nitrate - radical reactions - bond-forming reactions - heteroatoms - oxidations
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