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Improved Process for the Palladium-Catalyzed C-O Cross-Coupling of Secondary Alcohols

Hong Zhang, Paula Ruiz-Castillo, Alexander W. Schuppe and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States, Email:

H. Zhang, P. Ruiz-Castillo, A. W. Schuppe, S. L. Buchwald, Org. Lett., 2020, 22, 5369-5374.

DOI: 10.1021/acs.orglett.0c01668

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The use of a biaryl phosphine ligand was key to achieving efficient cross-coupling of (hetero)aryl chlorides with near-equimolar amounts of secondary alcohols. An unusual reactivity difference between an electron-rich aryl bromide and the analogous aryl chloride was observed.

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Key Words

aryl ethers

ID: J54-Y2020