Abstract
AbstractThe reactivity of 1,2-dihalobenzenes in palladium-catalyzed C–H bond functionalization is more difficult to control than that of 1,3- and 1,4-dihalobenzenes because of a possible Pd 1,4-migration during the second catalytic cycle. With C3-substituted heteroarenes this 1,4-palladium migration is not possible and the reaction allows the synthesis of a wide variety of functionalized 1,2-heteroarylated benzene derivatives in high yields. Conversely, only a few heteroarenes with a free C3 position, such as thiazoles, furans and imidazoles, allow the preparation of 1,2-heteroarylated benzenes. Despite these limitations, this one-pot procedure employing an easily available catalyst [Pd(OAc)2] and an inexpensive base (KOAc) provides a very simple method for the preparation of several 1,2-heteroarylated benzenes.
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