RhIII‐Catalyzed C−H Activation: Mizoroki–Heck‐Type Reaction of Maleimides

Maleimides are not known to undergo oxidative‐Heck reaction because they lack a syn‐periplanar β‐hydrogen atom. Herein, we report a C−H activation‐based Mizoroki–Heck‐type reaction of maleimides using ketone as the directing group. The reaction utilizes a RhIII‐catalyst along with Ag2CO3 as the oxid...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2018-07, Vol.7 (7), p.1338-1342
Main Authors: Bettadapur, Kiran R., Sherikar, Mahadev Sharanappa, Lanke, Veeranjaneyulu, Prabhu, Kandikere Ramaiah
Format: Article
Language:English
Subjects:
Activation
directing group
maleimides
Organic chemistry
oxidative Heck reaction
RhIII-Catalyst
Synthetic methods
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Summary:Maleimides are not known to undergo oxidative‐Heck reaction because they lack a syn‐periplanar β‐hydrogen atom. Herein, we report a C−H activation‐based Mizoroki–Heck‐type reaction of maleimides using ketone as the directing group. The reaction utilizes a RhIII‐catalyst along with Ag2CO3 as the oxidant to carry out a base‐mediated formal β‐hydride elimination. Maleimides are not known to undergo oxidative Heck reaction because they lack a syn‐periplanar β‐hydrogen atom. Herein, we report the first C−H activation‐based oxidative Heck reaction of maleimides using ketone as the directing group. The reaction utilizes a RhIII catalyst along with Ag2CO3 as the oxidant to carry out a base‐mediated formal β‐hydride elimination.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201800193