115240-92-1Relevant academic research and scientific papers
Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction
Aggarwal, Varinder K.,Emme, Ingo,Mereu, Andrea
, p. 1612 - 1613 (2002)
Low yields are obtained when the Baylis-Hillman reaction is conducted in the presence of an imidazolium-based ionic liquid due to direct addition of the deprotonated imidazolium salt to the aldehyde. Ionic liquids are evidently not inert.
α-ZrP/Uracil/Cu2+ nanoparticles as an efficient catalyst in the Morita-Baylis-Hillman reaction
Hajipour, Abdol R.,Zakery, Saedeh
, (2018)
A facile synthesis of uracil-Cu2+ nanoparticles immobilized on alpha-zirconium hydrogen phosphate (α-ZrP), abbreviated as α-ZrP/Uracil/Cu2+, was presented. This compound was synthesized by the thermal method and used as a reusable ca
Piperonal as electrophile in the Baylis-Hillman reaction. A synthesis of hydroxy-β-piperonyl-γ-butyrolactone derivative
Almeida, Wanda P.,Coelho, Fernando
, p. 8609 - 8612 (1998)
Aromatic aldehydes are reluctant to serve as substrates for the Baylis- Hillman reaction at all under the relatively mild conditions. In our research, we have achieved that piperonal could be an useful substrate in this reaction, employing ultrasound tech
An Improved Protocol for the Morita-Baylis-Hillman Reaction Allows Unprecedented Broad Synthetic Scope
Amarante, Giovanni W.,Camilo, Nilton S.,Carpanez, Arthur G.,Coelho, Fernando,Fernandes, Fábio S.,Lima, Samia R.,Rodrigues, Manoel T.,Santos, Hugo,Serafim, José Cláudio,Silva, Thiago S.,Zeoly, Lucas A.,de Oliveira, Aline S. B.
supporting information, (2022/01/22)
The Morita-Baylis-Hillman (MBH) reaction has been stablished as an important C?C bond-forming transformation between carbonyl-containing compounds and activated olefins. However, the slow reaction rate usually observed with electron-rich electrophilic par
Microwave-Assisted 1,3-Dioxa-[3,3]-Sigmatropic Rearrangement of Substituted Allylic Carbamates: Application to the Synthesis of Novel 1,3-Oxazine-2,4-dione Derivatives
Bou Zeid, Samar,Eid, Samar,Najjar, Fadia,Macé, Aurélie,Rivilla, Ivan,Cossío, Fernando P.,Dorcet, Vincent,Roisnel, Thierry,Carreaux, Fran?ois
supporting information, (2021/11/22)
In a first instance, the effect of the microwave irradiation on the 1,3-Dioxa-[3,3]-sigmatropic rearrangement of aryl allylic carbamates was investigated. Under these new conditions, the reaction acceleration was clearly highlighted compared to convention
Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes
Liao, Jianning,Dong, Jipan,Xu, Jiaqing,Wang, Wei,Wu, Yongjun,Hou, Yuxia,Guo, Hongchao
supporting information, p. 2090 - 2099 (2021/02/05)
A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.
Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones
Zhu, Yi,Ni, Yifan,Lu, Chenxi,Wang, Xiaochen,Wang, Yi,Xue, Xiao-Song,Pan, Yi
supporting information, p. 2443 - 2448 (2021/04/05)
The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of α-CF3 enolates allows for expeditious access to
Phosphine-catalyzed [3+2] cycloaddition of Morita—Baylis—Hillman carbonates to isothiocyanates in the synthesis of adamantane-containing trisubstituted aminothiophenes
Abel, A. S.,Averin, A. D.,Beletskaya, I. P.,Butov, G. M.,Zenkov, I. S.
, p. 880 - 884 (2021/06/07)
An addition of the Morita—Baylis—Hillman (MBH) carbonates to adamantane-containing isothiocyanates was studied. The MBH carbonates react with 1-(4-isothiocyanatophenyl)-adamantane in the presence of triphenylphosphine to give 5-aryl-substituted adamantane
Spirocyclohexadienones as an uncommon scaffold for acetylcholinesterase inhibitory activity
Almeida, Wanda P.,Coelho, Fernando,Gomes, Ralph C.,Sakata, Renata P.
, p. 373 - 382 (2019/07/12)
Background: The most important cause of dementia affecting elderly people is the Alzheimer’s disease (AD). Patients affected by this progressive and neurodegenerative disease have severe memory and cognitive function impairments. Some medicines used for t
Regioselective dehydroxytrifluoromethylthiolation of allylic and propargylic alcohols with AgSCF3
Liu, Yin-Li,Xu, Xiu-Hua,Qing, Feng-Ling
supporting information, p. 953 - 956 (2019/03/07)
The reaction of easily available Morita–Baylis–Hillman (MBH) alcohols with AgSCF3 in the presence of n-Bu4NI and KI affords primary allylic SCF3 products in high yields and excellent regioselectivities. This regioselective dehydroxytrifluoromethylthiolation protocol could also be extended to propargylic alcohols for the preparation of the primary propargylic SCF3 products.
