Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 17-18, Pages 2610-2618Publisher
WILEY-BLACKWELL
DOI: 10.1002/adsc.200700373
Keywords
arenes; aromatic substitution; diaryliodonium salts; hypervalent compounds; iodine; oxidation
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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.
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