Synthesis of C3-substituted 4-azaindoles: an easy access to 4-azamelatonin and protected 4-azatryptophan.
C3-Substituted-4-azaindoles were synthesized from pyridylacetonitriles in a two-step sequence allowing the easy introduction of a range of substituents. This strategy permits the rapid synthesis of 4-azamelatonin and a protected 4-azatryptophan.
Jeanty
Matthieu
M
Institut de Chimie Organique et Analytique, UMR-CNRS 6005, Université d'Orléans BP 6759, rue de Chartres, 45067 Orléans cedex 2, France.
Suzenet
Franck
F
Guillaumet
Gérald
G
D000478:Alkylation; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008550:Melatonin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014364:Tryptophan / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C522780:4-azaindole; C532789:4-azamelatonin; C532790:4-azatryptophan; D007211:Indoles; D014364:Tryptophan; D008550:Melatonin