93831-15-3Relevant academic research and scientific papers
Tandem α-Arylation/Cyclization of 4-Haloacetoacetates with Arynes: A Metal-Free Approach toward 4-Aryl-3-(2 H)-furanones
John, Jubi,Omanakuttan, Vishnu K.,Aneeja,Suresh, Cherumuttathu H.,Jones, Peter G.,Hopf, Henning
supporting information, p. 5957 - 5964 (2019/05/10)
An efficacious, metal-free strategy has been developed for the synthesis of 4-aryl-3-(2H)-furanones. The reaction proceeds via the nucleophilic addition of an active methylene compound to the aryne followed by ring closing of the adduct. The reaction proceeds under mild conditions, is applicable for gram-scale synthesis of 4-aryl-3-(2H)-furanones, and is general for a range of substituted arynes and haloacetates.
Dioxolanones as Synthetic Intermediates. Part 2. Synthesis of Tetronic Acids and Pulvinones
Ramage, Robert,Griffiths, Gareth J.,Shutt, Fiona E.,Sweeney, John N. A.
, p. 1539 - 1545 (2007/10/02)
The utility of 1,3-dioxolan-4-ones as intermediates in the synthesis of tetronic acids is examined.The reaction of dioxolanone (1) with lithium enolates of 2-substituted methyl or t-butyl acetates at -78 deg C in tetrahydrofuran afforded a general synthesis of 2-substituted tetronic acids (3) - (8).Treatment of (1) with the anions of 2-substituted acetonitriles led to formation of the corresponding 3-substituted-2-aminofuran-4(5H)-ones (13) and (14).A route to unsymmetrically substituted pulvinones by reaction of 5-arylidene-2,2-pentamethylene-1,3-dioxolan-4-ones with appropriately substituted phenylacetic ester anions has been devised.Thus, the preparation of the naturally occurring pigment 3',4',4-trihydroxypulvinone (18) was achieved via intermediate in which the phenolic groups were protected as benzyl ethers.The dioxolanone (26) has been used in the preparation of 2-acyl-4-benzylidenetetronic acids.
