Combining Copper‐Catalyzed Hydroboration with Palladium‐Catalyzed Suzuki Coupling for the One‐pot Synthesis of Arylallylamines under Micellar Conditions

Herein we report the one‐pot dual‐metal catalytic synthesis of arylallylamines, by combination of a Cu‐catalyzed hydroboration with a Pd‐catalyzed Suzuki arylation, using a broad range of aryl halides. Importantly, the reaction sequence was entirely performed in water, in the presence of small amoun...

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Veröffentlicht in:Advanced synthesis & catalysis 2017-07, Vol.359 (13), p.2322-2328
Hauptverfasser: Horn, Pedro A., Braun, Roger K., Isoppo, Victória G., Costa, Jessie S. da, Lüdtke, Diogo S., Moro, Angélica V.
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Sprache:eng
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Zusammenfassung:Herein we report the one‐pot dual‐metal catalytic synthesis of arylallylamines, by combination of a Cu‐catalyzed hydroboration with a Pd‐catalyzed Suzuki arylation, using a broad range of aryl halides. Importantly, the reaction sequence was entirely performed in water, in the presence of small amounts of SPGS‐550M, without the need of solvent switch or addition of organic co‐solvents, rendering it operationally simple and environmentally benign. The usefulness of this methodology was highlighted in a short synthesis of the pharmaceutically important compound naftifine.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700094