Rhodium-Catalyzed Alkylation of C–H Bonds in Aromatic Amides with α,β-Unsaturated Esters
The alkylation of C–H bonds with α,β-unsaturated carbonyl compounds by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety is reported. The reaction is highly regioselective. The formation of C–C bonds occurs between the ortho C–H bonds in aromatic amides and the β-...
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Veröffentlicht in: | Organic letters 2014-10, Vol.16 (19), p.5148-5151 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The alkylation of C–H bonds with α,β-unsaturated carbonyl compounds by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety is reported. The reaction is highly regioselective. The formation of C–C bonds occurs between the ortho C–H bonds in aromatic amides and the β-position of the acyclic α,β-unsaturated carbonyl compounds. The reaction is applicable to various acyclic α,β-unsaturated carbonyl compounds, such as acrylic esters, acrylamide, fumarate, maleate, and phenyl vinyl sulfone. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol502500c |