Abstract
An efficient one-pot synthesis of ortho-arylated 2-phenylpyridine and pyridine derivatives by use of potassium aryltrifluoroborates is presented. The optimal reaction conditions are as follows: the 2-phenylpyridine or pyridine derivative is treated with 2.5 equivalents of a potassium aryltrifluoroborate in the presence of 10 mol% palladium(II) acetate, three equivalents of copper(II) acetate, and two equivalents of p-benzoquinone in 1,4-dioxane at 120 ˚C for 24 hours. p-Benzoquinone is an important co-oxidant in the transmetalation-reductive elimination step. The kinetic isotope effect (k H/k D) for the C-H bond activation was determined to be 1.09. It indicates that the C-H bond cleavage does not occur in the rate-determining step.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
