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Gold-Catalysed Oxyarylation of Styrenes and Mono- and gem-Disubstituted Olefins Facilitated by an Iodine(III) Oxidant

✍ Scribed by Liam T. Ball; Prof. Dr. Guy C. Lloyd-Jones; Dr. Christopher A. Russell


Publisher
John Wiley and Sons
Year
2012
Tongue
English
Weight
300 KB
Volume
18
Category
Article
ISSN
0947-6539

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✦ Synopsis


Abstract

1‐Hydroxy‐1,2‐benziodoxol‐3(1__H__)‐one (IBA) is an efficient terminal oxidant for gold‐catalysed, three‐component oxyarylation reactions. The use of this iodine(III) reagent expands the scope of oxyarylation to include styrenes and gem‐disubstituted olefins, substrates that are incompatible with the previously reported Selectfluor‐based methodology. Diverse arylsilane coupling partners can be employed, and in benzotrifluoride, homocoupling is substantially reduced. In addition, the IBA‐derived co‐products can be recovered and recycled.