Facile kinetic induction of a dihydropyridide to pyrrolide ring contraction

David R. Carbery, Michael S. Hill, Mary F. Mahon, Catherine Weetman

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)5925-5928
Number of pages4
JournalDalton Transactions
Volume2016
Issue number45
DOIs
Publication statusPublished - 1 Jan 2016

Keywords

  • dihydropyridide
  • facile kinetic induction

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