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Rh(III)‐Catalyzed Distal C‐H Alkenylation of Weakly Coordinating Acetamides Via Desilylation Pathway
Author(s) -
Ramesh Vinay Bapu,
Muniraj Nachimuthu,
Prabhu Kandikere Ramaiah
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900307
Subject(s) - chemistry , silanes , acetamide , catalysis , silylation , redox , medicinal chemistry , stereochemistry , organic chemistry , silane
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.