495406-79-6

Upstream product

• 930-30-3 cyclopent-2-enone 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1224866-34-5 C₁₃H₁₄O₂ 
• 1328916-02-4 C₁₃H₁₄O₂ 
• 1258065-69-8 (E)-4-(1H-indol-3-yl)-2-(4-methylbenzylidene)cyclopentanone 
• 1173285-04-5 C₂₁H₂₀O₂ 
• 1156004-26-0 2-[(phenylamino)(p-tolyl)methyl]cyclopent-2-enone 

Relevant academic research and scientific papers

Remarkable Rate Acceleration of Imidazole-Promoted Baylis-Hillman Reaction Involving Cyclic Enones in Basic Water Solution

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

Dual Iminium- and Lewis Base Catalyzed Morita-Baylis-Hillman Reaction on Cyclopent-2-enone

The application of iminium catalysis to the challenging Morita-Baylis-Hillman reaction on cyclopenten-2-one leads to the corresponding allylic alcohols in excellent yields. Experimental evidence shows that secondary amines act as co-catalysts activating t

Endohedral Functionalized Cage as a Tool to Create Frustrated Lewis Pairs

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,

Development of a novel Br?nsted acid UiO-66 metal-organic framework catalyst by postsynthetic modification and its application in catalysis

A novel Br?nsted acid derived metal-organic framework (MOF) has been developed to serve as an efficient heterogeneous catalyst for the acetalization and Morita-Baylis-Hillman reaction. Aromatic sulfonic acid groups were successfully incorporated to the framework of UiO-66 by post-synthetic modifications using commercially available anhydridic reagents. The UiO-66-RArSO3H Br?nsted acid catalyst was fully characterized using SEM, PXRD, FTIR, TGA and N2 adsorption/desorption isotherms. Furthermore, efficient acetalization and Morita-Baylis-Hillman reactions were evaluated to demonstrate the high catalytic performance of the UiO-66-RArSO3H catalyst. The UiO-66-RArSO3H catalyst is compatible with a variety of substituted substrates and can be recycled five times without a compromise in the yield or selectivity.

Baylis-Hillman reaction of cyclic enones with arenecarbaldehydes and N-arylidene-4-methylbenzenesulfonamides by using NAP-MgO

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

The azoles: Effective catalysts for Baylis-Hillman reaction in basic water solution

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

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.

Aqueous Baylis-Hillman reactions of cyclopent-2-enone using imidazole as catalyst

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.