Rh(III)‐Catalyzed Distal C‐H Alkenylation of Weakly Coordinating Acetamides Via Desilylation Pathway

Rh(III)‐Catalyzed distal ortho‐C−H alkenylation of arylacetamides have been reported employing acetamide, a weak coordinating group, as a directing group. This challenging C−H alkenylation of arylacetamides has been achieved by using arylalkynyl silanes as a surrogate for terminal alkynes under redo...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2019-08, Vol.361 (16), p.3683-3688
Main Authors: Ramesh, Vinay Bapu, Muniraj, Nachimuthu, Prabhu, Kandikere Ramaiah
Format: Article
Language:English
Subjects:
acetamide
alkenylation
Alkynes
alkynyl silane
C−H activation
desilylation
Rhodium
Silanes
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Summary:Rh(III)‐Catalyzed distal ortho‐C−H alkenylation of arylacetamides have been reported employing acetamide, a weak coordinating group, as a directing group. This challenging C−H alkenylation of arylacetamides has been achieved by using arylalkynyl silanes as a surrogate for terminal alkynes under redox neutral process through desilylation pathway. The control experiments suggest that the in situ generatedRh‐species is likely to be Lewis acidic, which is playing a vital role in the desilylation step.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201900307