With optimized reaction conditions in hand, we explored the scope of the ruthenium-catalyzed pyridone
2011
Scholarcy highlights
- An inexpensive ruthenium catalyst enabled oxidative annulations of alkynes by acrylamides with ample scope, which allowed for the preparation of 2-pyridones employing various electron-rich and electron-deficient acrylamides as well asaryl- andalkyl-substituted alkynes
- With optimized reaction conditions in hand, we explored the scope of the ruthenium-catalyzed pyridone
- Acrylamides 1 bearing different substituents in the R- or β-position could be employed in the ruthenium-catalyzed oxidative annulation
- Our new ruthenium-based annulation method allowed for the first use of R,β-disubstituted acrylamides in oxidative 2-pyridone syntheses, which provided direct access to products 3ma and 3na
- Optimal reaction conditions involved the use of Cu(OAc)2H2O as the terminal oxidant in t-AmOH as the solvent. Other sacrificial oxidants, such as benzoquinone, air, or AgOAc, provided less satisfactory results
- The inexpensive ruthenium catalyst was not limited to the oxidative annulation of tolane and enabled the efficient conversion of functionalized diaryl-substituted alkynes 2bÀ2g
- These results clearly illustrate the beneficial features and remarkable potential of far underexplored ruthenium catalysts in oxidative annulative CÀH bond functionalization processes
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