Atom-Economical Palladium Carbon-Catalyzed de Novo Synthesis of Trisubstituted Nicotinonitriles

Autor(en): Sarkar, Debayan
Rout, Nilendri
Ghosh, Manoj Kumar
Giri, Santanab
Neue, Kornelius
Reuter, Hans 
Stichwörter: 1,3,5-TRISUBSTITUTED PYRAZOLINES; BOND FUNCTIONALIZATION; C-H ACTIVATION; Chemistry; Chemistry, Organic; HANTZSCH 1,4-DIHYDROPYRIDINES; METALATED PYRIDINES; ONE-POT SYNTHESIS; OXIDATIVE AROMATIZATION; ROOM-TEMPERATURE; SUBSTITUTED PYRIDINES; TITANIUM(II) ALKOXIDE
Erscheinungsdatum: 2017
Herausgeber: AMER CHEMICAL SOC
Journal: JOURNAL OF ORGANIC CHEMISTRY
Volumen: 82
Ausgabe: 17
Startseite: 9012
Seitenende: 9022
Zusammenfassung: 
A de novo palladium carbon-catalyzed synthesis of trisubstituted nicotinonitriles from easily synthesized homopropagylic or homoallylic aromatic alcohols in the presence of nitriles has been explored. The mechanism proceeds with an interesting generation of a Pd(II)-C palladacycle followed by an oxidative aromatization to generate the pyridine core. The pyridine core is generated with a noteworthy C-C bond cleavage in the case of the substituted nitriles. The moderate yields and easy separation of the products lend a unique importance to this one-pot methodology
ISSN: 00223263
DOI: 10.1021/acs.joc.7b01332

Show full item record

Page view(s)

1
Last Week
0
Last month
0
checked on Mar 3, 2024

Google ScholarTM

Check

Altmetric