Trofimova Alina, Holownia Aleksandra, Tien Chieh-Hung, Širvinskas Martynas J, Yudin Andrei K
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON M5S 3H6, Canada.
Org Lett. 2021 May 7;23(9):3294-3299. doi: 10.1021/acs.orglett.1c00742. Epub 2021 Apr 13.
We report a catalytic cross-coupling process between aryl (pseudo)halides and boron-based acyl anion equivalents. This mode of acylboronate reactivity represents polarity reversal, which is supported by the observation of tetracoordinated boronate and acyl palladium(II) species by B, P NMR, and mass spectrometry. A broad scope of aliphatic and aromatic acylboronates has been examined, as well as a variety of aryl (pseudo)halides.
