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Synthesis of 2‐, 3‐, and 4‐Substituted Pyrido[2,3‐ b ]indoles by C–N, C–O, and C–C(sp) Bond Formation
Author(s) -
Schneider Cédric,
Goyard David,
Gueyrard David,
Joseph Benoît,
Goekjian Peter G.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000795
Subject(s) - sonogashira coupling , chemistry , regioselectivity , stereochemistry , indole test , medicinal chemistry , palladium , organic chemistry , catalysis
Abstract The synthesis of 2‐, 3‐, and 4‐substituted α‐carbolines is described starting from the corresponding chloropyrido[2,3‐ b ]indoles by Buchwald–Hartwig and Sonogashira cross‐coupling reactions. Regioselective Sonogashira reactions on 2,4‐dichloropyrido[2,3‐ b ]indoles are also presented as an efficient route to unsymmetrically 2,4‐disubstituted α‐carbolines.