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Lookup NU author(s): Herve Deboves,
Professor Richard Jackson
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A concise route to enantiomerically pure 2-substituted indolines 4a-g and a 2-substituted tetrahydroquinoline 4h has been developed by application of the Pd-catalyzed coupling of amino functionalised organozinc reagents with 2-bromoiodobenzene, followed by Buchwald's palladium-catalyzed intramolecular amination reaction. The yields in the initial coupling are modest (36-52%), but the cyclisation yields are satisfactory (63-87%). The stereochemical integrity of a representative example was established by chiral phase HPLC.
Author(s): Deboves HJC, Hunter C, Jackson RFW
Publication type: Article
Publication status: Published
Journal: Journal of the Royal Chemical Society: Perkin Transactions 1
ISSN (print): 1472-7781
ISSN (electronic): 1364-5463
Publisher: Royal Society of Chemistry
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