Knight, Brian J.; Tolchin, Zachary A.; Smith, Joel M. published the article 《A predictive model for additions to N-alkyl pyridiniums》. Keywords: pyridine Grignard pyridinium electrophile regioselective dearomative addition; dihydropyridine preparation.They researched the compound: Methyl 5-fluoro-3-pyridinecarboxylate( cas:455-70-9 ).Product Details of 455-70-9. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:455-70-9) here.
Disclosed in this communication is a thorough study on the dearomative addition of organomagnesium nucleophiles to N-alkyl pyridinium electrophiles. The regiochem. outcomes have observable and predictable trends associated with the substituent patterns on the pyridinium electrophile. Often, the substituent effects can be either additive, giving high selectivities, or ablative, giving competing outcomes. Addnl., the nature of the organometallic nucleophilic component was also investigated for its role in the regioselective outcome. The effects of either reactive component are important to both the overall reactivity and site of nucleophilic addition The utility of these observed trends is demonstrated in a concise, dearomative synthesis of a tricyclic compound shown to have insecticidal activity.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem