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While the current manuscript was in preparation, the use of organic peroxyesters as oxidants for Pd-catalyzed oxygenation reactions was reported. Giri, R.; Liang, J.; Lei, J. G.; Li, J. J.; Wang, D. H.; Chen, X.; Naggar, I. C.; Guo, C.; Foxman, B. M.; Yu, J. Q. Angew. Chem., Int. Ed. 2005, 44, 7420.
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23
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33646454316
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note
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In general, comparable yields of oxygenated products were obtained with or without added acetic anhydride. However, without this additive, some hydrolysis of the OAc group of the product was often observed under the reaction conditions.
-
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24
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0037028556
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II salts. For a detailed discussion of such disproportionation reactions, see: Steinhoff, B. A.; Fix, S. R.; Stahl, S. S. J. Am. Chem. Soc. 2002, 124, 766.
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33646458408
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note
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8. The reasons for this difference in reactivity are unclear at this time and are currently under investigation.
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26
-
-
33646463051
-
-
note
-
One limitation of peroxide-based oxidants with respect to substrate scope is their tendency to promote competitive N-oxidation of some basic nitrogen-based directing groups. This is exemplified by the reaction of 8-methylquinoxoline shown below. (Chemical Equation Presented)
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