Chemfiles Volume 7 Article 5

Until recently, mild aromatic C–O bond formation was exceedingly difficult to achieve. Palladium complexes of Q-Phos catalyze the mild etherification reaction of aryl halides with alkoxide, siloxide, and phenoxide partners (Table 2).1,2 Reactions with aryl bromides, or electron-poor aryl chlorides, typically proceed at room temperature. The catalyst system was also successful in the synthesis of coumarans, via intramolecular etherification.

Table 2.

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  1. Kataoka, N. et al. J. Org. Chem. 2002, 67, 5553.
  2. Shelby, Q. et al. J. Am. Chem. Soc. 2000, 122, 10718.

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