Efficient and general one-pot synthesis of diaryliodonium triflates: Optimization, scope and limitations

被引:279
作者
Bielawski, Marcin [1 ]
Zhu, Mingzhao [1 ]
Olofsson, Berit [1 ]
机构
[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden
关键词
arenes; aromatic substitution; diaryliodonium salts; hypervalent compounds; iodine; oxidation;
D O I
10.1002/adsc.200700373
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Symmetrical and unsymmetrical diaryliodonium triflates have been synthesized from both electron-deficient and electron-rich arenes and aryl iodides with mCPBA and triflic acid. A thorough investigation of the optimization, scope and limitations has resulted in an improved one-pot protocol that is fast, high-yielding, and operationally simple. The reaction has been extended to the direct synthesis of symmetrical iodonium salts from iodine and arenes, conveniently circumventing the need for aryl iodides.
引用
收藏
页码:2610 / 2618
页数:9
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