Manganese‐Catalyzed Multicomponent Synthesis of Pyrimidines from Alcohols and Amidines

Nicklas Deibl, Rhett Kempe

Angewandte Chemie International Edition · 2017 · 300 citations · 61 references

Abstract

The development of catalytic reactions for synthesizing different compounds from alcohols to save fossil carbon feedstock and reduce CO<sub>2</sub> emissions is of high importance. Replacing rare noble metals with abundantly available 3d metals is equally important. We report a manganese-complex-catalyzed multicomponent synthesis of pyrimidines from amidines and up to three alcohols. Our reaction proceeds through condensation and dehydrogenation steps, permitting selective C-C and C-N bond formations. β-Alkylation reactions are used to multiply alkylate secondary alcohols with two different primary alcohols to synthesize fully substituted pyrimidines in a one-pot process. Our PN<sub>5</sub> P-Mn-pincer complexes efficiently catalyze this multicomponent process. A comparison of our manganese catalysts with related cobalt catalysts indicates that manganese shows a reactivity similar to that of iridium but not cobalt. This analogy could be used to develop further (de)hydrogenation reactions with manganese complexes.

References

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