Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reviews and Accounts
Formation of Carbon-Carbon and Carbon-Heteroatom Bonds with Iron- and Bismuth Complexes
Kimihiro KomeyamaKen Takaki
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2015 Volume 73 Issue 1 Pages 14-28

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Abstract
Transition metal-catalyzed cycloisomerization of carbon-carbon multiple bonds has emerged as powerful method for construction of highly substituted all-carbon or heteroatom-containing organic flameworks, which are important and core structures in organic and natural product synthesis. However, most of the reported methods required the use of noble and precious metal catalysts. Herein, we report iron- and bismuth-catalyzed introduction of carbon- and heteroatom nucleophiles into carbon-carbon multiple bonds such as alkene, alkynes, and enynes by means of their unique Lewis acid character: σ,π-chelation effect. In addition, divalent iron complex is found to be an effective promoter for a generation of aryl radicals from aryl boronic acids. By using these methods, direct arylation of benzoquinones and heteroarenes are also reported.
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© 2015 The Society of Synthetic Organic Chemistry, Japan
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