116081-22-2Relevant articles and documents
Mild and efficient addition of carbon nucleophiles to condensed pyridines: influence of structure and limits of applicability
Starosotnikov, Alexey M.,Ilkov, Kirill V.,Bastrakov, Maxim A.,Fedyanin, Ivan V.,Kokorekin, Vladimir A.
, p. 92 - 100 (2020/02/28)
[Figure not available: see fulltext.] A number of azolo- and azinopyridines with varying substituents and annulated heterocycles were synthesized and examined in dearomatization reactions with carbon nucleophiles. Depending on the structure, the resulting covalent σ-adducts were formed either under basefree conditions or in Et3N-promoted process to give functionalized condensed dihydropyridines. Quantum-chemical calculations of the global electrophilicity index derived from FMO energies of azolopyridine series were performed to explain reactivity toward neutral and anionic C-nucleophiles. These values may be useful for qualitative prediction of particular reactivity pattern.
