143392-19-2Relevant academic research and scientific papers
Cobalt-Catalyzed Vinylic C-H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO
Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 8359 - 8364 (2021/11/01)
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.
Butenolide synthesis from functionalized cyclopropenones
Nguyen, Sean S.,Ferreira, Andrew J.,Long, Zane G.,Heiss, Tyler K.,Dorn, Robert S.,Row, R. David,Prescher, Jennifer A.
, p. 8695 - 8699 (2019/10/28)
A general method to synthesize substituted butenolides from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides.
A palladium-catalyzed asymmetric allylic alkylation approach to α-quaternary γ-butyrolactones
De Oliveira, Marllon Nascimento,Fournier, Jeremy,Arseniyadis, Stellios,Cossy, Janine
supporting information, p. 14 - 17 (2017/11/27)
The Pd-catalyzed asymmetric allylic alkylation (Pd-AAA) of enol carbonates derived from γ-butyrolactones is reported, affording the corresponding enantioenriched α,α′-disubstituted γ-butyrolactones in both high yields and high enantioselectivities (up to 94% ee). This method was eventually applied to the synthesis of chiral spirocyclic compounds.
Reductive Carbonylation of Acetylenes under Water-Gas Shift Reaction Conditions. Synthesis of Furan-2(5H)-ones from Terminal and Non-substituted Acetylenes
Joh, Takashi,Nagata, Hiroyuki,Takahashi, Shigetoshi
, p. 1305 - 1308 (2007/10/02)
Under water-gas reaction conditions terminal and non-substituted acetylenes are selectively converted into furan-2(5H)-ones by catalysis with a rhodium carbonyl cluster.
