114078-26-1Relevant articles and documents
A new insight into the push-pull effect of substituents via the stilbene-like model compounds
Cao, Chaotun,Zeng, Zhao,Cao, Chenzhong
, (2022/02/01)
In this paper, authors report on 1-pyridyl-2-arylethenes, 1-furyl-2-arylethylenes, 1,2-diphenylpropylenes and substituted cinnamyl anilines as stilbene-like model compounds to investigate the factors dominating the push-pull effect of substituents via usi
Determining the excited-state substituent constants of furyl and thienyl groups
Qu, Junyan,Cao, Chao-Tun,Cao, Chenzhong
supporting information, (2018/04/24)
Six series of styrene derivatives XCH═CHArY (total of 65) containing the styrene parent molecular skeleton were synthesized (here, Y is OMe, Me, H, F, Cl, CF3, CN, and NO2, and X is 2-furyl, 3-furyl, 2′-methyl-2-furyl, 2-thienyl, 3-thienyl, and 2′-methyl-2-theniyl). Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelength of absorption maximum λmax was recorded. For the wavenumber νmax (cm?1, νmax?=?1/λmax) of the obtained λmax, a quantitative correlation analysis was performed, and 6 excited-state substituent constants σexcc(p) of groups X were obtained by means of curve-fitting method. Taking the νmax values of total 90 compounds of styrene derivatives as a data set (including 25 compounds from reference and 65 compounds of this work), a quantitative correlation analysis was performed, and the reliability of the obtained σexcc(p) was verified. In addition, 12 samples of disubstituted Schiff bases (XCH═NArY) involving the above groups X were synthesized, and their νmax values were recorded. Using these 12 νmax together with the 14 νmax values of Schiff bases taken from reference (total of 26 compounds), it was further verified that the σexcc(p) values are reliable by means of quantitative correlation method.
Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon
Chen, Ying-Zhe,Ni, Ching-Wen,Teng, Fu-Lin,Ding, Yi-Shun,Lee, Tunng-Hsien,Ho, Jinn-Hsuan
, p. 1748 - 1762 (2014/03/21)
The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene, benzofuran, benzothiophene, phenanthrene, phenalene, acenaphthene, and triphenylene. Using different reagents, this method made it possible to introduce methyl or 2-hydroxyethyl groups as substituents at specific positions in these arenes.
Regioselective ortho lithiation of 3-aryl and 3-styryl furans
Tofi, Maria,Georgiou, Thomas,Montagnon, Tamsyn,Vassilikogiannakis, Georgios
, p. 3347 - 3350 (2007/10/03)
(Chemical Equation Presented) An unusual regioselectivity pattern for the ortho lithiation of 3-aryl and 3-styryl furans has been uncovered wherein lithiation occurs preferentially at the sterically encumbered 2-position. The results are attributed, at le
Development of new Wittig reagent, silylfuranmethylid, and its reactivity
Tanaka, Katsunori,Hata, Toshiyuki,Hara, Hirokazu,Katsumura, Shigeo
, p. 4945 - 4952 (2007/10/03)
New Wittig reagents, furanmethylids b-e were successfully developed. Their preparation, reactivity, and application toward the natural products synthesis are described in detail.
Pd-catalyzed decarbonylative heck olefination of aromatic carboxylic acids activated in situ with di-tert-butyl dicarbonate
Goo?en, Lukas J.,Paetzold, Jens,Winkel, Lars
, p. 1721 - 1723 (2007/10/03)
The first protocol for a direct Heck olefination of aromatic carboxylic acids has been developed. By treatment with commercially available di-tert-butyl dicarbonate, the carboxylic acids are converted in situ into the mixed anhydrides, which in the presen
Synthesis and photochemistry of styryl substituted annelated furan derivatives
Sindler-Kulyk, Marija,Skoric, Irena,Tomsic, Slavica,Marinic, Zeljko,Mrvos-Sermek, Draginja
, p. 1355 - 1369 (2007/10/03)
New β-substituted benzo- and naphthofuryl derivatives (5, 6 and 7) of o-divinylbenzene, were synthesized and irradiated in order to form annelated bicyclo[3.2.1]octadienes. While 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (5) upon irradiation gives the bicyclo[3.2.1]octadiene derivative (12) in 65% yield, 2-[2-(2-vinylphenyl)ethenyl]naphtho[2,1-b]furan (6) and 2-[2-(2- vinylphenyl)ethenyl]naphtho[1,2-b]furan (7), undergo cis-trans-isomerization but not form intramolecular photocycloaddition products. The mechanism of the intramolecular [2+2] photocycloaddition is explained via intermediate (17) which was proved by the formation of products (18) and (19), by irradiation in methanol and deuteromethanol.
Regiospecific synthesis of 3,4-disubstituted furans and 3-substituted furans using 3,4-bis(tri-n-butylstannyl)furan and 3-(tri-n-butylstannyl)furan as building blocks
Yang,Wong
, p. 9583 - 9608 (2007/10/02)
3,4-Bis(tri-n-butylstannyl)furan and 3-(tri-n-butylstannyl)furan have been prepared and used successfully as building blocks to lead to various 3,4-disubstituted furans and 3-substituted furans, respectively.
