Synthesis of azepino[4,5-b]indolones via an intermolecular radical oxidative substitution of N-Boc tryptamine.
A two-step protocol for the synthesis of azepino[4,5-b]indolone derivatives featuring a xanthate radical oxidative aromatic substitution on the N-Boc protected tryptamine, using dilauroyl peroxide (DLP) as initiator and oxidant, is described.
Reyes-Gutiérrez
Paul E
PE
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México, DF 04510, México.
Torres-Ochoa
Rubén O
RO
Martínez
Roberto
R
Miranda
Luis D
LD
D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010545:Peroxides / Q000737:chemistry; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry*; D014966:Xanthenes / Q000737:chemistry*
D001381:Azepines; D005609:Free Radicals; D007211:Indoles; D010545:Peroxides; D014363:Tryptamines; D014966:Xanthenes; C540210:azepino(4,5-b)indolone; C030820:tryptamine