One-Pot Synthesis of Hypervalent Diaryl(iodo)bismuthanes from o-Carbonyl Iodoarenes by Zincation

Diaryl(iodo)bismuthanes possessing a hypervalent C=O•••Bi–I bond were conveniently synthesized in a one-pot reaction by using arylzinc reagents generated from o-carbonyl iodobenzenes and zinc powder under ultrasonication. This method is superior to the conventional organolithium and Grignard methods...

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Bibliographic Details
Main Authors: Toshihiro Murafuji, A. F. M. Hafizur Rahman, Daiki Magarifuchi, Masahiro Narita, Isamu Miyakawa, Katsuya Ishiguro, Shin Kamijo
Format: Article
Language:English
Published: Wiley 2019-01-01
Series:Heteroatom Chemistry
Online Access:http://dx.doi.org/10.1155/2019/2385064
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Summary:Diaryl(iodo)bismuthanes possessing a hypervalent C=O•••Bi–I bond were conveniently synthesized in a one-pot reaction by using arylzinc reagents generated from o-carbonyl iodobenzenes and zinc powder under ultrasonication. This method is superior to the conventional organolithium and Grignard methods because it has a wide functional group tolerance, requires no protecting group manipulations, and proceeds under mild reaction conditions that do not need low temperature control. Furthermore, no intermediate triarylbismuthane precursor for the hypervalent iodobismuthane is necessary.
ISSN:1042-7163
1098-1071