84302-12-5Relevant academic research and scientific papers
Gold-Catalyzed Oxidative Cyclization Involving Nucleophilic Attack to the Keto Group of α,α′-Dioxo Gold Carbene and 1,2-Alkynyl Migration: Synthesis of Furan-3-carboxylates
Wang, Ali,Lu, Mingduo,Liu, Yuanhong
, p. 6813 - 6818 (2021/09/13)
A multicomponent strategy for the synthesis of functionalized furan-3-carboxylates based on gold-catalyzed oxidative cyclization of diynones with alcohols or water has been developed. Mechanistic studies revealed that a rare nucleophilic attack to the carbonyl group of the α,α′-dioxo gold carbene instead of the carbene center and 1,2-alkynyl group migration were involved in this transformation. This method offers several advantages such as mild conditions, high regio- and chemoselectivity, and wide functional group compatibility.
The first nucleophilic aromatic substitution of suitably activated 2-methoxyfurans with Grignard reagents
Iesce, M. Rosaria,Graziano, M. Liliana,Cermola, Flavio,Montella, Stefania,Di Gioia, Lucrezia
, p. 5781 - 5784 (2007/10/03)
The reaction of 2-methoxyfuroates 1 with Grignard reagents 2 leads to tertiary alcohols or SNAr products depending on the position of the alkoxycarbonyl group. OMe-Displacement occurs only for 3-substituted derivatives. It takes place even for 3-acetyl-2-methoxyfuran while the presence of a further ester function at 4 position induces the formation of the sole 4-tertiary alcohol. The OMe-substitution has been verified for a wide range of furans and Grignard reagents and low yields have been found only in the reactions with the benzylic and allylic reagents which are delocalized anions. A mechanistic interpretation is given.
Synthesis of 1,4-diketones by Michael addition of O-aroylmandelonitriles involving rearrangement of aroyl group and decyanation
Miyashita,Matsuoka,Numata,Higashino
, p. 448 - 450 (2007/10/03)
The anions derived from O-aroylmandelonitriles 1 reacted with Michael addition acceptors such as acrylonitrile (7) and methyl acrylate (10) to give the corresponding 1,4-diketones 12, 13, and 15 in moderate to good yields. Under acidic conditions, the 1,4
Photosensitized Oxidation of Furans. Part 7. Solvent Effects in Thermal Conversion of the endo-Peroxides of Arylfurans
Graziano, M. Liliana,Iesce, M. Rosaria,Chiosi, Sergio,Scarpati, Rachele
, p. 2071 - 2074 (2007/10/02)
Thermal conversion of the endo-peroxides of the arylfurans (1) in a polar aprotic solvent leads to aroylenol esters (4) and diaroyl epoxides (3), the predominance of one over being concentration dependent.The results can be rationalized on the basis of th
