Reactions between magnesium 1,4-dihydropyridide or 1,2-dihydro-iso-quinolide derivatives and carbodiimides, RN[double bond, length as m-dash]C[double bond, length as m-dash]NR, generally result in Mg–N insertion and formation of guanidinate complexes. More sterically perturbed systems with N-aryl carbodiimide substitution, however, follow a divergent course of reaction initiating heterocyclic ring contraction and pyrrolide formation under unprecedentedly mild conditions.
- facile kinetic induction
Carbery, D. R., Hill, M. S., Mahon, M. F., & Weetman, C. (2016). Facile kinetic induction of a dihydropyridide to pyrrolide ring contraction. Dalton Transactions, 2016(45), 5925-5928. https://doi.org/10.1039/C5DT02887F