Triarylphosphines as Aryl Donors for Pd(II)-Catalyzed Aromatic Coupling of Oxabenzonorbornadienes
A new approach was developed for Pd(II)-catalyzed aromatic coupling of oxabenzonorbornadienes with triarylphosphines as both ligands and aryl donors. Diverse functional groups including halo- (F–, Cl–, and Br−), CF3-, and furyl groups are well tolerated. For unsymmetrical triarylphosphines, the m...
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Veröffentlicht in: | Organic letters 2015-09, Vol.17 (18), p.4628-4631 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A new approach was developed for Pd(II)-catalyzed aromatic coupling of oxabenzonorbornadienes with triarylphosphines as both ligands and aryl donors. Diverse functional groups including halo- (F–, Cl–, and Br−), CF3-, and furyl groups are well tolerated. For unsymmetrical triarylphosphines, the migration ability of aryls is consistent with the electronic property of substituents and maintains the order EDG–Ar > H–Ar > EWD–Ar (EDG means electron-donating group, EWG means electron-withdrawing group). A preliminary mechanistic study was also disclosed. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.5b02366 |