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. 2016 May 6;18(9):1976-9.
doi: 10.1021/acs.orglett.6b00547. Epub 2016 Apr 13.

Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one

Mengzhou Wang  1 , Yanyan Zhang  1 , Tao Wang  1 , Chao Wang  1 , Dong Xue  1 , Jianliang Xiao  1   2
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Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one

Mengzhou Wang et al. Org Lett. .

Abstract

By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application.

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