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Synlett 2006(4): 0659-0660  
DOI: 10.1055/s-2006-932493
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

(Diacetoxy)iodobenzene

Yue-dong Lu*
Department of Applied Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, P. R. of China
e-Mail: luyuedong@sina.com;
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Publication History

Publication Date:
20 February 2006 (online)

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Introduction

(Diacetoxy)iodobenzene (DIB), one of the most signif- icant species among the family of hypervalent iodines, has been widely used as an effective oxidant in synthesis of various compounds, especially those containing hetero­atoms like N and O. According to the mechanism, the ­oxidation can be generally classified as either ionic-type or radical-type. In the latter, the oxidations are usually carried out in the presence of molecular iodine. Both can be utilized to prepare compounds through oxidative ring-opening or cyclic closure. DIB can also be applied to other types of reaction, such as electrophilic addition and ­bromination.