Palladium-Catalyzed Arylation of Unactivated γ-Methylene C(sp3)H and δ-CH Bonds with an Oxazoline-Carboxylate Auxiliary
A palladium‐catalyzed arylation of unactivated γ‐methylene C(sp3)H and remote δ‐CH bonds by using an oxazoline‐carboxylate directing group has been developed. Arylation occurs with a broad substrate scope and high tolerance of functional groups (i.e., halogen, nitro, cyano, ether, trifluoromethyl,...
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Veröffentlicht in: | Chemistry : a European journal 2015-11, Vol.21 (48), p.17503-17507 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A palladium‐catalyzed arylation of unactivated γ‐methylene C(sp3)H and remote δ‐CH bonds by using an oxazoline‐carboxylate directing group has been developed. Arylation occurs with a broad substrate scope and high tolerance of functional groups (i.e., halogen, nitro, cyano, ether, trifluoromethyl, amine, and ester). The oxazoline‐type auxiliary can be removed under acidic conditions.
Active construction: A palladium‐catalyzed arylation of unactivated γ‐methylene C(sp3)H and remote δ‐CH bonds is accomplished by using an oxazoline‐carboxylate directing group (see scheme). Arylation occurs with a broad substrate scope and high tolerance of functional groups (i.e., halogen, nitro, cyano, ether, trifluoromethyl, amine, and ester). The oxazoline‐type auxiliary can be removed under acidic conditions. |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.201502621 |