RhIII‐Catalyzed C−H Activation: Mizoroki–Heck‐Type Reaction of Maleimides. Issue 7 (30th May 2018)

• Record Type: Journal Article
• Authors: Bettadapur, Kiran R.; Sherikar, Mahadev Sharanappa; Lanke, Veeranjaneyulu; Prabhu, Kandikere Ramaiah
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 7(2018)
• Page Start: 1338
• Page End: 1342
• Publication Date: 2018-05-30
• Subjects: directing group -- maleimides -- oxidative Heck reaction -- RhIII-Catalyst -- Synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800193
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: 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 Rh III ‐catalyst along with Ag2 CO3 as the oxidant to carry out a base‐mediated formal β‐hydride elimination. Abstract : 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 Rh III catalyst along with Ag2 CO3 as the oxidant to carry out a base‐mediated formal β‐hydride elimination.