Radical-Mediated Annulation Reactions

Tara R. Rheault; Mukund P. Sibi

doi:10.1055/s-2003-38674

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Synthesis 2003(6): 0803-0819
DOI: 10.1055/s-2003-38674

REVIEW

Radical-Mediated Annulation Reactions

Tara R. Rheault, Mukund P. Sibi*
Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105 USA
Fax: +1(701)2311057; e-Mail: Mukund.Sibi@ndsu.nodak.edu;

Further Information

Publication History

Received 22 November 2002
Publication Date:
16 April 2003 (online)

Abstract
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Abstract

Radical annulation sequences have proven to be versatile and expedient routes towards highly complex cyclic frameworks. The radical annulation reaction allows for the formation of multiple carbon-carbon bonds in a single operation with regio- and stereocontrol. This review covers annulation reactions that have been carried out by four different pathways.

1 Introduction
2 Atom or Group Transfer Annulations
3 Reductive Annulations
3.1 Energy Diagram for Annulation Reaction
3.2 Hybrid Radical-Ionic Annulation Sequence
4 Fragmentation-Terminated Annulations
4.1 Three-Component [2+2+2] Annulation
5 Oxidative Radical Annulations
5.1 Manganese(III) as an Oxidant
5.2 Oxidative Radical Additions to Heteroaromatics
6 Conclusions

Key words

annulation - atom transfer - fragmentation - Lewis acid - radical reaction

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