71724-73-7Relevant academic research and scientific papers
A short-step convenient synthesis of 2-phenylbenzofuran from 3-phenylcoumarin
Kinoshita, Takeshi,Ichinose, Koji
, p. 1641 - 1654 (2007/10/03)
The reaction mechanism of chemical conversion of (E)-β-[2-hydroxylphenylethylene]benzeneethanol into 2-phenylbenzofuran by DDQ, which involves loss of one carbon unit, was characterized and described. Five naturally occurring 2-phenylbenzofurans of not only the isoflavonoid but also stilbenoid origin were synthesized by use of this chemical scheme, which proved that this new scheme is a useful tool for quick synthesis of 2-phenylbenzofurans.
Formation of a Benzopyrilium Ion and a Quinoline from Benzofuran
Sonnenschein, Helmut,Schmitz, Ernst,Pritzkow, Wolfgang
, p. 277 - 279 (2007/10/02)
Chlorophenylcarbene reacts with benzofuran to give the cyclopropane derivative 3, which undergoes thermal opening of the three-membered ring to give the benzopyrilium cation 5.With aniline, 3 forms the quinoline 11 containing two C atoms of the starting compound 1 in positions 2 and 4.
Diazo Compounds, 69. - 2-(or 4-)(Diazomethyl)-2-(or 4-)H-benzopyrans - Synthesis by Electrophilic Diazoalkane Substitution and Catalytic Decomposition
Facklam, Thomas,Hoffmann, Karl-Ludwig,Regitz, Manfred
, p. 1397 - 1402 (2007/10/02)
Electrophilic diazoalkane substitution of the (diazomethyl)phosphoryl compounds 9a-c with the benzopyrylium tetrafluoroborate 8 yields the 2--2H-1-benzopyrans 10a-c and the 4-isomers 11a-c.Lithiated methyl diazoacetate reacts anal
The Enamine Route to 2-Morpholinoisoflav-3-ene
Dean, Francis M.,Varma, Rajender S.
, p. 1193 - 1196 (2007/10/02)
In contrast to earlier reports, the condensation of N-styrylmorpholine with salicylaldehyde or with 3-methoxysalicylaldehyde gives 2-morpholinoisoflav-3-ene derivatives. 2-Morpholinoisoflav-3-ene can be hydrogenolysed in a useful synthesis of isoflavan; with acids it gives in high yield a remarkably stable di(isoflavenyl)ether (6); with triphenylmethyl perchlorate it gives isoflavylium perchlorate.A similar condensation with N-(cyclohexenyl)morpholine behaves differently, giving alcohols that are oxidised to chromone (or tetrahydroxanthone) derivatives, in accord withprevious reports.
REVISION OF AN ENAMINE SYNTHESIS; THE PREPARATION AND REACTIONS OF 2-MORPHOLINOISOFLAV-3-ENE.
Dean, Francis M.,Varma, Rajender S.
, p. 2113 - 2114 (2007/10/02)
The condensation of N-styrylmorpholine with salicylaldehyde does not give a product that can be oxidised to isoflavone; the product is N-morpholino-isoflav-3-ene wich can be used to prepare other compounds related to isoflavan and upon oxidation gives 3-phenylcoumarin.
