495406-75-2Relevant academic research and scientific papers
Endohedral Functionalized Cage as a Tool to Create Frustrated Lewis Pairs
Yang, Jian,Chatelet, Bastien,Dufaud, Véronique,Hérault, Damien,Michaud-Chevallier, Sabine,Robert, Vincent,Dutasta, Jean-Pierre,Martinez, Alexandre
supporting information, p. 14212 - 14215 (2018/10/15)
A frustrated Lewis pair (FLP) system was obtained by confinement of the Lewis base partner, a Verkade's superbase, in a molecular cavity. Whereas the model superbase lacking cavity displayed no catalytic activity in Morita–Baylis–Hillman (MBH) reactions,
Baylis-Hillman reaction of cyclic enones with arenecarbaldehydes and N-arylidene-4-methylbenzenesulfonamides by using NAP-MgO
Lakshmi Kantam,Chakrapani,Choudary
experimental part, p. 1946 - 1948 (2009/04/10)
Baylis-Hillman reaction of cyclic enones with arenecarbaldehydes and N-arylidene-4-methylbenzenesulfonamides under mild conditions by using nanocrystalline MgO (NAP-MgO) afforded the Baylis-Hillman adducts in moderate to good yields with higher selectivit
Remarkable Rate Acceleration of Imidazole-Promoted Baylis-Hillman Reaction Involving Cyclic Enones in Basic Water Solution
Luo, Sanzhong,Wang, Peng George,Cheng, Jin-Pei
, p. 555 - 558 (2007/10/03)
The Baylis-Hillman reaction of cyclic enones was greatly accelerated in basic water solution with imidazoles as catalysts, which resulted in short reaction time, high yields, and expanding substrate scopes. Bicarbonate solution was shown to be the optimal
The azoles: Effective catalysts for Baylis-Hillman reaction in basic water solution
Luo, Sanzhong,Mi, Xueling,Wang, Peng George,Cheng, Jin-Pei
, p. 5171 - 5174 (2007/10/03)
The azoles, which were inactive in neutral aqueous media, could be activated in alkaline solution and effectively catalyze the Baylis-Hillman reaction involving cyclic enones.
Efficient Baylis-Hillman reactions of cyclic enones in methanol as catalyzed by methoxide anion
Luo, Sanzhong,Mi, Xueling,Xu, Hui,Wang, Peng George,Cheng, Jin-Pei
, p. 8413 - 8422 (2007/10/03)
The Baylis-Hillman reactions of cyclic enones with a variety of aldehydes were investigated. 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) was found to be a viable catalyst in promoting the reactions of sterically retarded substrates in methanol. The reactions showed clear solvent dependence and only occurred in hydroxylic solvents, especially in methanol. Further consideration on the steric character of DBU and its high basicity jointly with other experimental observations suggests that the methoxide anion should be the "true" Baylis-Hillman catalyst. This has been confirmed by the effectiveness of similar reactions directly employing methoxide as the catalyst. The reaction pathways of this type of catalysis are proposed to depend on the choice of substrates. Supporting experimental observations were demonstrated and discussed in relation to mechanistic considerations. This study also reveals that both DBU and sodium methoxide can be successfully applied as effective catalysts in methanol to promote the Baylis-Hillman reactions for a range of cyclic enones including cyclopent-2-enones, cyclohex-2-enones, γ-pyrone, and 1-benzopyran-4(4H)- ones.
Lewis base effects in the Baylis-Hillman reaction of arenecarbaldehydes and N-arylidene-4-methylbenzenesulfonamides with α,β-unsaturated cyclic ketones
Shi, Min,Xu, Yong-Mei,Zhao, Gui-Ling,Wu, Xiao-Feng
, p. 3666 - 3679 (2007/10/03)
In investigations into the Baylis-Hillman reaction between arenecarbaldehydes and 2-cyclohexen-1-one or 2-cyclopenten-1-one, we found that the reaction is very complicated, because the Lewis bases, solvents, the substrates, and the ring-size of the α,β-un
Aqueous Baylis-Hillman reactions of cyclopent-2-enone using imidazole as catalyst
Luo, Sanzhong,Zhang, Baolian,He, Jiaqi,Janczuk, Adam,Wang, Peng G.,Cheng, Jin-Pei
, p. 7369 - 7371 (2007/10/03)
In aqueous media, imidazole was found to catalyse Baylis-Hillman reactions of cyclopent-2-enone with various aldehydes to afford the desired adducts with high yields.
