Synthesis of 2,3-disubstituted indoles by palladium-mediated coupling of 2-iodoindoles

Citation
H. Tokuyama et al., Synthesis of 2,3-disubstituted indoles by palladium-mediated coupling of 2-iodoindoles, SYNTHESIS-S, (3), 2000, pp. 429-434
Citations number
8
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
0039-7881 → ACNP
Issue
3
Year of publication
2000
Pages
429 - 434
Database
ISI
SICI code
0039-7881(200003):3<429:SO2IBP>2.0.ZU;2-2
Abstract
N-Unprotected 2-iodoindoles are synthesized by treatment of 2-stannylindole s with iodine, which in turn are prepared by tin-mediated radical cyclizati on of 2-alkenylphenylisocyanides. Palladium-catalyzed coupling reactions of N-unprotected 2-iodoindoles with terminal acetylenes, terminal olefins, ca rbonylation, and the Suzuki coupling reaction with phenyl berate proceed sm oothly to furnish the corresponding 2,3-disubstituted indoles in good to ex cellent yields.