Ontology highlight
ABSTRACT:
SUBMITTER: Melzer BC
PROVIDER: S-EPMC5564254 | biostudies-literature | 2017
REPOSITORIES: biostudies-literature
Beilstein journal of organic chemistry 20170808
Oxoisoaporphine alkaloids are conveniently prepared via direct ring metalation of alkoxy-substituted isoquinolines at C-1, followed by reaction with iodine. Subsequent Suzuki cross-coupling of the resulting 1-iodoisoquinolines to methyl 2-(isoquinolin-1-yl)benzoates and intramolecular acylation of the corresponding carboxylic acids with Eaton's reagent afforded five alkaloids of the oxoisoaporphine type. The yield of the cyclization step strongly depends on the electrophilic properties of ring B ...[more]