Multiple remote C(sp3)–H functionalizations of aliphatic ketones via bimetallic Cu–Pd catalyzed successive dehydrogenation. Issue 46 (14th November 2022)

• Record Type: Journal Article
• Authors: Li, Hongyi; Yin, Chang; Liu, Sien; Tu, Hua; Lin, Ping; Chen, Jing; Su, Weiping
• Is Part Of: Chemical science. Volume 13:Issue 46(2022)
• Page Start: 13843
• Page End: 13850
• Publication Date: 2022-11-14
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2sc05370e
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : The dehydrogenation-triggered multiple C(sp 3 )–H functionalizations at remote positions γ, δ or ε, ζ to carbonyl groups of aliphatic ketones with carboxylic acids as coupling partners have been achieved using a bimetallic Cu–Pd catalyst system. Abstract : The dehydrogenation-triggered multiple C(sp 3 )–H functionalizations at remote positions γ, δ or ε, ζ to carbonyl groups of aliphatic ketones with aryl/alkenyl carboxylic acids as coupling partners have been achieved using a bimetallic Cu–Pd catalyst system. This reaction allows access to alkenylated isocoumarins and their derivatives in generally good yields with high functional group tolerance. The identification of bimetallic Cu–Pd synergistic catalysis for efficient successive dehydrogenation of aliphatic ketones, which overcomes the long-standing challenge posed by the successive dehydrogenation desaturation of terminally unsubstituted alkyl chains in aliphatic ketones, is essential to achieving this bimetallic Cu–Pd catalyzed dehydrogenation coupling reaction.