41016-29-9Relevant academic research and scientific papers
Facile Synthesis of γ-Butenolides and Maleic Anhydrides via Annulation of α-Keto Acids and Triazenyl Alkynes
Bao, Xiaodong,Cui, Sunliang,Jin, Jian,Zeng, Linwei
, (2022/02/14)
A facile synthesis of γ-butenolides and maleic anhydrides via annulation of α-keto acids and triazenyl alkynes is described. In this process, α-keto acids and triazenyl alkynes could undergo a self-catalyzed annulation at room temperature to deliver γ-butenolides efficiently, while the further addition of BF3-Et2O furnished maleic anhydrides. Overall, these processes have mild reaction conditions, broad scope, and high efficiency.
Facile Synthesis of 3-N-Alkyl Pyrimidin-2,4-diones from N-Sulfonyloxy Maleimides and Amines
Sati, Girish C.,Crich, David
supporting information, p. 4122 - 4124 (2015/09/01)
Reaction of variously substituted N-trifluoromethanesulfonyloxy maleimides with primary amines in the presence of potassium carbonate in DMF at room temperature results in the formation of 3-N-alkyl pyrimidin-2,4-diones in good yield.
Synthesis of gymnoascolide A
Baag, Md. Merajuddin,Argade, Narshinha P.
, p. 26 - 28 (2008/09/20)
Recently isolated 4-benzyl-3-phenylfuran-2,5-dione and antifungal gymnoascolide A have been synthesized using the chemoselective S N2′ coupling of phenylmagnesium bromide with dimethyl 2-(bromomethyl)fumarate, chemoselective allylic substitution of bromide in 3-(bromomethyl)-4-phenylfuran-2,5-dione with phenylmagnesium bromide and regioselective N-Selectride-induced reduction of 3-benzyl-4-phenylfuran-2,5- dione as the key reactions. Georg Thieme Verlag Stuttgart.
Efficient electrochemical dicarboxylations of arylacetylenes with carbon dioxide using nickel as the cathode
Yuan, Gao-Qing,Jiang, Huan-Feng,Lin, Chang
, p. 5866 - 5872 (2008/09/21)
The electrochemical dicarboxylation of arylacetylenes with carbon dioxide could be smoothly achieved in an undivided cell using Ni as the cathode and Al as the anode with n-Bu4NBr-DMF as the supporting electrolyte, at a constant current under CO2 pressure of 3 MPa and room temperature in the absence of additional catalysts. The corresponding aryl-maleic anhydrides and 2-arylsuccinic acids were afforded in excellent total yields (82-94%). Under anhydrous conditions, an unsaturated aryl-maleic anhydride as the main product was obtained, while the presence of H2O would lead to the formation of saturated 2-arylsuccinic acids. The results of cyclic voltammetric experiments show that a nickel cathode itself plays the catalytic role in the reduction reaction of arylacetylenes with CO2.
A simple, convenient method for the synthesis of maleic anhydrides from α-keto esters and alkanoic acid anhydrides using the TiCl 4/n-Bu3N reagent system
Kishorebabu, Neela,Periasamy, Mariappan
, p. 2107 - 2109 (2007/10/03)
Reaction of α-keto esters with alkanoic acid anhydrides using the TiCl4/n-Bu3N reagent system gives the corresponding maleic anhydrides in 62-95% yields.
Synthesis of N-substituted -alkoxy-3-aryl-4-methyl-2,5-dihydro-2-pyrrolones
Nikitin,Andryukhova
, p. 561 - 569 (2007/10/03)
5-Alkoxy-1-aralkyl-3-aryl-4-methyl-2,5-dihydro-2-pyrrolones and the corresponding alkylthio derivatives were synthesized for the first time through the intermediate formation of unsymmetrical maleimides. The possibility of wide variation of the substituen
Furan-2(3H)- and -2(5H)-ones. Part 6. Di-?-methane rearrangement of the α-substituted 4-benzylfuran-2(5H)-one system
Muraoka, Osamu,Tanabe, Genzoh,Higachiura, Mie,Minematsu, Toshie,Momose, Takefumi
, p. 1437 - 1444 (2007/10/02)
The effect of the 'central methane' substitution on the di-?-methane rearrangement in 4-benzyl-2,5-dihydrofuran-2-ones 8a-d was investigated.Significant enhancement of efficiency in the rearrangement leading in high combined yields to two isomeric products, endo-12 and exo-12, is discussed in terms of both the substituent effects at the benzylic carbon and the restrained features of the ring-enrolled ?-system.The origin of the difference in chemoselectivity compared with that of the 3-benzyl counterpart 5 where a photoarylated product 6 resulted upon photoirradiation was also investigated, and was rationalized by postulating a higher reactivity at the β-position of the enone system.
