Palladium-Catalyzed α‑Arylation of Benzylic Phosphonates

Palladium-Catalyzed α‑Arylation of Benzylic Phosphonates

A new synthetic route to access diarylmethyl phosphonates is presented. The transformation enables the introduction of aromatic groups on benzylic phosphonates via a deprotonative cross-coupling process (DCCP). The Pd­(OAc)2/CataCXium A-based catalyst afforded a reaction between benzyl diisopropyl p...

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Veröffentlicht in:Organic letters 2014-03, Vol.16 (5), p.1446-1449
Hauptverfasser: Montel, Sonia, Raffier, Ludovic, He, Yuying, Walsh, Patrick J
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
catalysts
catalytic activity
chemical structure
cross-coupling reactions
Hydrocarbons, Brominated - chemistry
Letter
Molecular Structure
organobromine compounds
Organophosphonates - chemical synthesis
Organophosphonates - chemistry
palladium
Palladium - chemistry
phosphonates
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Zusammenfassung:A new synthetic route to access diarylmethyl phosphonates is presented. The transformation enables the introduction of aromatic groups on benzylic phosphonates via a deprotonative cross-coupling process (DCCP). The Pd­(OAc)2/CataCXium A-based catalyst afforded a reaction between benzyl diisopropyl phosphonate derivatives and aryl bromides in good to excellent isolated yields (64–92%).
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol5002413