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Improved Process for the Palladium-Catalyzed C–O Cross-Coupling of Secondary Alcohols
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Copyright © 2020 American Chemical Society. An improved protocol for the Pd-catalyzed C-O cross-coupling of secondary alcohols is described. The use of biaryl phosphine L2 as the ligand was key to achieving efficient cross-coupling of (hetero)aryl chlorides with only a 20% molar excess of the alcohol. Additionally, we observed an unusual reactivity difference between an electron-rich aryl bromide and the analogous aryl chloride, and deuterium-labeling suggested that currently unidentified pathways for reduction play an important role in explaining this disparity.
Date issued
2020Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Zhang, Hong, Ruiz-Castillo, Paula, Schuppe, Alexander W and Buchwald, Stephen L. 2020. "Improved Process for the Palladium-Catalyzed C–O Cross-Coupling of Secondary Alcohols." Organic Letters, 22 (14).
Version: Author's final manuscript