Rh(iii)-Catalyzed ortho-C-(sp 2 )-H amidation of ketones and aldehydes under synergistic ligand-accelerated catalysis

Rh(iii)-Catalyzed ortho-C-H amidation of ketones and aldehydes under cooperative metal organocatalysis has been utilized for synthesizing various ortho-amidocarbonyl analogs, and the reaction for the aldehyde proceeds at ambient temperature. The aniline derivative 3,5-bis(trifluoromethyl)aniline pro...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018-10, Vol.54 (85), p.12113-12116
Main Authors: Hande, Akshay Ekanath, Ramesh, Vinay Bapu, Prabhu, Kandikere Ramaiah
Format: Article
Language:English
Subjects:
Aldehydes
Alkaloids
Ambient temperature
Aniline
Catalysis
Chemical synthesis
Ketones
NMR
Nuclear magnetic resonance
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Summary:Rh(iii)-Catalyzed ortho-C-H amidation of ketones and aldehydes under cooperative metal organocatalysis has been utilized for synthesizing various ortho-amidocarbonyl analogs, and the reaction for the aldehyde proceeds at ambient temperature. The aniline derivative 3,5-bis(trifluoromethyl)aniline promotes the amidation reaction via a transient imine directing group. The efficient amidation agent is dioxazolone. The synthetic utility has been demonstrated in the synthesis of quindolinone alkaloids.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc07006g