28839-73-8Relevant academic research and scientific papers
Photoinduced Intermolecular [4+2] Cycloaddition Reaction for Construction of Benzobicyclo[2.2.2]octane Skeletons
Liu, Qiang,Wang, Junlei,Li, Dazhi,Yang, Chao,Xia, Wujiong
, p. 1389 - 1402 (2017/02/10)
A novel and efficient method for the synthesis of highly substituted benzobicyclo[2.2.2]octane skeletons has been explored. Under UV-light irradiation, o-divinylbenzenes underwent a pericyclic reaction to form the cyclic o-quinodimethane intermediates which were subsequently reacted with olefins through [4+2] addition to construct the benzobicyclo[2.2.2]octane skeletons in mild conditions. Gram scale reactions demonstrated the synthetic potential application of this protocol.
Synthesis of Oxatricyclooctanes via Photoinduced Intramolecular Oxa-[4+2] Cycloaddition of Substituted o-Divinylbenzenes
Liu, Qiang,Wang, Junlei,Li, Dazhi,Gao, Guo-Lin,Yang, Chao,Gao, Yuan,Xia, Wujiong
, p. 7856 - 7868 (2017/08/14)
The photolysis of substituted o-divinylbenzenes promotes a one-step and metal-free conversion to oxatricycles at room temperature. Irradiation o-divinylbenzenes results in an pericyclic reaction to form cyclic o-quinodiemthane intermediates, which subsequently undergo intramolecular oxa-[4+2] cycloaddition to form oxacyclic derivatives.
Enantioselective domino reaction of CO2, amines and allyl chlorides under iridium catalysis: Formation of allyl carbamates
Zhang, Min,Zhao, Xiaoming,Zheng, Shengcai
supporting information, p. 4455 - 4458 (2014/04/17)
The enantioselective domino reaction between CO2 (1 atm), amines and linear allyl chlorides in the presence of an iridium complex, DABCO and toluene at 15 °C was realized, which gave branched allyl carbamates in acceptable to high yields with u
One-pot, fluoride-promoted wittig reaction
Fumagalli, Tiziano,Sello, Guido,Orsini, Fulvia
experimental part, p. 2178 - 2195 (2009/12/01)
A one-pot, fluoride-promoted Wittig reaction was developed. The reactions of ethyl -bromoacetate with aliphatic, aromatic, and heteroaromatic aldehydes in the presence of tri-n-butylphosphine and tetrabutylammonium fluoride produced ,-unsaturated esters in good to excellent yields and E-stereoselectivity. Under the same conditions, reactions of ethyl -bromopropionate, -bromo acetonitrile, and -bromoacetophenone with aliphatic and aromatic aldehydes in the presence of tri-n-butylphosphine and tetrabutylammonium fluoride produced the expected ,-unsaturated derivatives in good E-stereoselectivity. The protocol was extended to semistabilized ylides and applied to the synthesis of some combretastatin analogs.
Enantioselective copper-catalyzed reductive michael cyclizations
Oswald, Claire L.,Peterson, Justine A.,Lam, Hon Wal
supporting information; experimental part, p. 4504 - 4507 (2009/12/07)
In the presence of siloxanes as stoichiometric reductants, chiral copper-bisphosphine complexes catalyze highly enantioselective reductive Michael cyclizations of substrates containing two α,β-unsaturated carbonyl moieties. The diastereochemical outcome of these reactions Is dependent upon whether biaryl- or ferrocene-based chiral bisphosphines are employed.
Novel seco cyclopropa[c]pyrrolo[3,2-e]indole bisalkylators bearing a 3,3′-arylenebisacryloyl group as a linker
Fukuda,Seto,Furuta,Ebisu,Oomori,Terashima
, p. 1396 - 1406 (2007/10/03)
We synthesized the novel seco cyclopropa[c]pyrrolo[3,2-e]indole (CPI) bisalkylators and evaluated their antitumor activity. Among these derivatives, 11a (AT-760), in which the two seco 3-methoxycarbonyl-2-trifluoromethyl CPI (MCTFCPI) moieties are connected with a 3,3′-(1,4-phenylene)bisacryloyl group, was found to exhibit more potent cytotoxicity and antitumor activity against HeLaS3 human uterine cervix carcinoma cells and Colon 26 adenocarcinoma cells, respectively, than 8 (bizelesin, U-77,779). It also appeared that compound 11a exhibits improved in vivo efficacy in the human colon CX-1 model when compared to either compound 8 or mitomycin C (MMC). Efficacious doses for 11a were found to be 2-fold lower than those for 8.
SELECTIVE PREPARATION OF NON-SYMMETRICALLY SUBSTITUTED DIVINYLBENZENES BY PALLADIUM-CATALYSED ARYLATIONS OF ALKENES WITH BROMOBENZOIC ACID DERIVATIVES
Spencer, Alwyn
, p. 323 - 332 (2007/10/02)
Palladium-catalysed arylation of alkenes with the three bromobenzoic acids or their acyl chlorides provides an efficient and selective method for the preparation of non-symmetrically substituted divinylbenzene derivatives.In the presence of palladium acet
