Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions
Jonathan P Brand1, Davinia Fernández González, Stefano Nicolai
1Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne (CH), Switzerland.
Chemical Communications (Cambridge, England)
|September 8, 2010
Summary
Benziodoxole reagents are now key tools in organic synthesis, excelling in oxidation and atom-transfer reactions. Recent advances since 2006 highlight their power in trifluoromethylation and alkynylation for C-X and C-C bond formation.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Hypervalent Iodine Chemistry
Background:
- Hypervalent iodine reagents have transitioned from chemical curiosities to essential tools in modern organic synthesis.
- Benziodoxole-derived reagents are particularly effective for oxidation reactions.
- Non-cyclic iodinanes have found applications in both oxidation and atom-transfer reactions.
Purpose of the Study:
- This review focuses on the recent advancements in utilizing benziodoxole-derived reagents for atom-transfer reactions.
- The article highlights progress in C-X and C-C bond formations using these hypervalent iodine compounds.
- Emphasis is placed on breakthroughs in trifluoromethylation and alkynylation reactions since 2006.
Main Methods:
- Review of literature published since 2006.
- Analysis of synthetic methodologies employing benziodoxole-derived reagents.
- Focus on reactions involving C-X and C-C bond formation.
Main Results:
- Benziodoxole reagents have shown exceptional properties for atom-transfer reactions, gaining recent attention.
- Significant progress has been made in trifluoromethylation reactions using these reagents.
- Alkynylation reactions have also seen breakthroughs attributed to benziodoxole-derived compounds.
Conclusions:
- Benziodoxole-derived reagents are increasingly important for diverse synthetic transformations.
- The review underscores the growing utility of these reagents in constructing complex molecules.
- Future research is expected to further expand the applications of hypervalent iodine chemistry.
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