92011-72-8Relevant academic research and scientific papers
Furfural Dimethylhydrazone: A Versatile Diene for Arene Cycloaromatization
Potts, Kevin T.,Walsh, Eileen B.
, p. 4099 - 4101 (1984)
Dienophiles such as maleic anhydride react with furfural dimethylhydrazone (CHCl3) at room temperature to give essentially quantitative yields of corresponding trisubstituted benzenes; in contrast, reaction with 1,4-naphthoquinone results in retention of
Chemical cascades in water for the synthesis of functionalized aromatics from furfurals
Higson, Sally,Subrizi, Fabiana,Sheppard, Tom D.,Hailes, Helen C.
supporting information, p. 1855 - 1858 (2016/04/19)
One-pot synthetic routes from furfurals to polysubstituted aromatic compounds have been developed in water, without the need for any organic solvents. The reaction proceeds via an uncatalysed, one-pot reaction cascade through formation of a hydrazone derivative, in situ cycloaddition with a dienophile, then aromatisation. A range of substituted phthalimides can be accessed with complete control over the substitution pattern. The reaction was also extended to other dienophiles and the diene 2-furylacrolein. The phthalimide products were further elaborated to produce a variety of polysubstituted benzenes including pharmaceutically relevant compounds.
Furan-2-carbaldehyde Dimethylhydrazones in Diels-Alder Cycloadditions
Potts, Kevin T.,Walsh, Eileen B.
, p. 1199 - 1202 (2007/10/02)
Furan-2-carbaldehyde dimethylhydrazone and maleic anhydride and N-substituted maleimides and fumaronitrile in chloroform at room temperature readily formed nonisolable 1:1 cycloadducts which spontaneously lost water, giving 1,2,3-trisubstituted benzenes i
