4
Tetrahedron Letters
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occurs. Complex III undergoes ligand exchange with nitrate to
regenerate the catalyst, complex IV.
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Chen, C.; Wang, C.; Zhang, J.; Zhao, Y. J. Org. Chem 2015, 80,
942.
In summary we have reported an ortho-directed palladium-
catalyzed electrophilic fluorination reaction using oxazoline as a
removable DG. The aryl substituents can efficiently promote the
fluorination reaction and the reaction conditions are tolerant to
chloro- and bromo-substituents. The reaction conditions can be
used for late stage fluorination and the dimethyloxazoline DG
may be hydrolyzed to give the corresponding acid. While the
scope of substrates for this removable DG is narrower in
comparison to O-methyloxime7 and the –C(O)NHC6F4CF3
amide9 DGs, we have demonstrated that dimethyloxazoline is a
viable alternative as a removable directing in palladium-catalyzed
electrophilic fluorination.
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Supplementary Material
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Chen, X.; Li, J.-J.; Hao, X.-S.; Goodhue, C. E.; Yu, J.-
Supplementary material will be inserted here,
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