Smiles rearrangement as a tool for the preparation of dihydrodipyridopyrazines.
A novel methodology for the synthesis of isomer A of dihydrodipyridopyrazines was developed. The key transformation features a Smiles rearrangement of nitro substituted N,N'-dipyridinylamines, potential precursors of isomer B obtained by the alkylation of compounds prepared by a Pd-catalyzed reaction and subsequent cyclization.
Patriciu
Oana-Irina
OI
Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans, UMR CNRS 6005, France.
Fînaru
Adriana-Luminita
AL
Massip
Stéphane
S
Leger
Jean-Michel
JM
Jarry
Christian
C
Guillaumet
Gérald
G
D000478:Alkylation; D002384:Catalysis; D003500:Cyclization; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D006575:Heterocyclic Compounds, 3-Ring; D011719:Pyrazines; D011725:Pyridines