Synlett 2014; 25(07): 995-1000
DOI: 10.1055/s-0033-1340871
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© Georg Thieme Verlag Stuttgart · New York

Metal-Free Iodination of Arylboronic Acids and the Synthesis of Biaryl Derivatives

Liting Niu
a   Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
,
Hao Zhang
a   Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
,
Haijun Yang
a   Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
,
Hua Fu*
a   Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
b   Key Laboratory of Chemical Biology (Guangdong Province), Graduate School of Shenzhen, Tsinghua University, Shenzhen 518057, P. R. of China   Fax: +86(10)62781695   eMail: fuhua@mail.tsinghua.edu.cn
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Publikationsverlauf

Received: 25. Dezember 2013

Accepted after revision: 05. Februar 2014

Publikationsdatum:
14. März 2014 (online)


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Abstract

A simple, general and efficient method is developed for the metal-free iodination of arylboronic acids. The protocol uses very cheap molecular iodine as the halide source and potassium carbonate as the base. The method is highly tolerant of various functional groups present in the substrates. Importantly, the iodination strategy can also be applied very effectively in the one-pot, two-step synthesis of biaryl derivatives.

Supporting Information