4.6 Article

One pot synthesis of diarylfurans from aryl esters and PhI(OAc)2 via palladium-associated iodonium ylides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 14, Pages 4179-4182

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00273g

Keywords

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Funding

  1. National Science Foundation of China [21462031]
  2. Opening Project of Natural Science Foundation of Inner Mongolia [2010KF02]

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The example of palladium-catalyzed intermolecular cyclization for the synthesis of various diarylfurans in which one of the aromatic rings originates from the phenolic part of the starting ester and the other one from PhI(OAc)(2) has been reported. The reaction is carried out through two steps: the rearrangement of palladium-associated iodonium ylides to form o-iodo diaryl ether and then palladium catalyzed intramolecular direct arylation. This reaction can tolerate a variety of functional groups and is alternative or complementary to the previous methods for the synthesis of diarylfurans.

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