Although reactions between β-diketiminato magnesium species containing monocyclic 1,4-dihydropyridide ligands and the representative ketone benzophenone are observed to provide reduction by formal hydride transfer to yield magnesium diphenylphenoxide, similar reactions with organic isocyanates display only a very limited propensity toward hydride transfer and reduction to amidate species. In these latter systems, reaction primarily takes place with Mg–N insertion to afford O-bound ureide complexes. Further reactions of a magnesium dihydro-isoquinolide complex, which is constrained to hydride dearomatization at the 2-position only, display more variable behavior. Although similar Mg–N insertion and ureide formation is observed for reactions with isocyanates bearing less sterically demanding N-substitution, more bulky isocyanates provide unusual enamide C–C coupling reactivity.
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Hill, M. S., MacDougall, D. J., Kociok-Köhn, G., Mahon, M. F., & Weetman, C. (2015). Kinetically directed reactivity of magnesium dihydropyridides with organoisocyanates. Organometallics, 34(11), 2590–2599. https://doi.org/10.1021/om5012374