Litcius/Paper detail

Cobalt-Catalyzed Vinylic C–H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO

Shuling Yu, Chao Hong, Zhanxiang Liu, Yuhong Zhang

2021Organic Letters24 citationsDOI

Abstract

A carboxyl-assisted C–H functionalization of acrylic acids with formaldehyde to give butenolides is described. It is the first time that the addition of an inert vinylic C–H bond to formaldehyde has been achieved via cobalt-catalyzed C–H activation. The unique reactivity of the cobalt species was observed when compared with related Rh or Ir catalysts. γ-Hydroxymethylated butenolides were produced by the treatment of Na2CO3 after the catalytic reaction in one pot.

Topics & Concepts

FormaldehydeChemistryCatalysisCobaltReactivity (psychology)Acrylic acidSurface modificationPolymer chemistryInertInert gasOrganic chemistryCopolymerPolymerAlternative medicinePhysical chemistryPathologyMedicineCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions
Cobalt-Catalyzed Vinylic C–H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO | Litcius