114106-93-3Relevant articles and documents
Dramatic Rate Acceleration of the Baylis-Hillman Reaction in Homogeneous Medium in the Presence of Water
Cai, Juexiao,Zhou, Zhenghong,Zhao, Guofeng,Tang, Chuchi
, p. 4723 - 4725 (2002)
(Matrix Presented) In homogeneous H2O/solvent medium, the reaction rate of aromatic aldehydes and acrylonitrile or acrylate was greatly accelerated, which led to shorter reaction time, lower reaction temperature, and higher yield. In this react
Efficient synthesis of 16 aromatic Morita-Baylis-Hillman adducts: Biological evaluation on Leishmania amazonensis and Leishmania chagasi
Junior, Claudio G.L.,De Assis, Priscila A.C.,Silva, Fabio P.L.,Sousa, Suervy C.O.,De Andrade, Natalia G.,Barbosa, Ticiano P.,Neris, Patricia L.N.,Segundo, Luiz V.G.,Anjos, Italo C.,Carvalho, Gabriel A.U.,Rocha, Gerd B.,Oliveira, Marcia R.,Vasconcellos, Mario L.A.A.
, p. 279 - 284 (2010)
Sixteen aromatic Morita-Baylis-Hillman adducts (MBHA) 1-16 were efficiently synthesized in a one step Morita-Baylis-Hillman reaction (MBHR) involving commercial aldehydes with methyl acrylate or acrylonitrile (81-100% yields) without the formation of side
The Baylis-Hillman reaction in supercritical carbon dioxide: Enhanced reaction rates, unprecedented ether formation, and a novel phase-dependent 3-component coupling
Rose, Paul M.,Clifford, Anthony A.,Rayner, Christopher M.
, p. 968 - 969 (2002)
The Baylis-Hillman reaction can be efficiently carried out in scCO2 with enhanced reaction rates relative to comparable solution phase reactions; at low pressures, a novel dimerisation is observed which has led to the development of a novel one
Antimalarial activity of 3-hydroxyalkyl-2-methylene- propionic acid derivatives
Kundu,Sundar,Kumar,Bhat,Biswas,Valecha
, p. 731 - 736 (1999)
Several Baylis-Hillman adducts and their derivatives were synthesized and evaluated as targeted potential anti-malarials. The compounds 4, 7 and 9 were found to have highest potency against P. falciparum in vitro. The in vivo test result of compound 4 and
Study of the Baylis-Hillman reaction in a microreactor environment: First continuous production of Baylis-Hillman Adducts
Acke, Davy R. J.,Stevens, Christian V.
, p. 417 - 422 (2006)
The Baylis-Hillman reaction has been optimized for use under microreactor conditions. After optimization, the reaction could be performed continuously and approximately 30% faster compared to batch conditions, however at a quite low flow rate.
Magnetic nanoparticle-supported Morita-Baylis-Hillman catalysts
Luo, Sanzhong,Zheng, Xiaoxi,Xu, Hui,Mi, Xueling,Zhang, Long,Cheng, Jin-Pei
, p. 2431 - 2434 (2007)
A magnetic nanoparticle-supported quinuclidine was prepared and evaluated as a recoverable Morita-Baylis-Hillman catalyst. The supported catalyst 2 demonstrated comparable activity with that of DABCO and could be simply recycled with the assistance of an
N-methylpiperidine - A useful base catalyst in the Morita-Baylis-Hillman reaction
Zhao, San-Hu,Chen, Zhao-Bin
, p. 3045 - 3053 (2005)
N-methylpiperidine, a commercially available mild base, has effectively been utilized as a catalyst in the Morita-Baylis-Hillman reaction. Moderate to excellent yields (34-95%) and significant rate enhancement have been observed. Copyright Taylor & Franci
SO2F2 mediated cascade dehydrogenative Morita-Baylis-Hillman reaction of the C(sp3)-H of primary alcohols with the C(sp2)-H of electron-deficient olefins for the assembly of allylic alcohols
Jiang, Ying,Alharbi, Njud S.,Sun, Bing,Qin, Hua-Li
, p. 29784 - 29787 (2019)
A cascade dehydrogenative Morita-Baylis-Hillman reaction of the C(sp3)-H of primary alcohols with the C(sp2)-H of electron-deficient olefins for forming allylic alcohols mediated by SO2F2 was developed. This method provides a mild process for the preparation of allylic alcohol moieties without the requirement of transition metals.
Combinatorial Synthesis of C(2), C(3)-Disubstituted 3-Hydroxypropionamides Utilizing Baylis-Hillman Reactions on Solid Support
Prien,R?lfing,Thiel,Künzer
, p. 325 - 326 (1997)
A four-step reaction protocol for multiple polymer-supported synthesis of structurally diverse α,β-disubstituted 3-hydroxypropionamides 10 has been developed. Variable building blocks were recruited from three monomer pools: primary/secondary amines and a
A novel ytterbium/perfluoroalkylated-pyridine catalyst for Baylis-Hillman reaction in a fluorous biphasic system
Yi, Wen-Bin,Cai, Chun,Wang, Xin
, p. 919 - 924 (2007)
Ytterbium perfluorooctanesulfonate [Yb(OPf)3] catalyses the highly efficient Baylis-Hillman reaction in the presence of a catalytic amount of a novel perfluoroalkylated-pyridine as a ligand in a fluorous biphasic system (FBS) composed of toluen
Ultrasound in Baylis-Hillman reactions with aliphatic and aromatic aldehydes: Scope and limitations
Coelho, Fernando,Almeida, Wanda P.,Veronese, Demetrius,Mateus, Cristiano R.,Silva Lopes, Elizandra C.,Rossi, Rodrigo C.,Silveira, Gabriel P.C.,Pavam, César H.
, p. 7437 - 7447 (2002)
The utilization of ultrasound radiation in the Baylis-Hillman reaction with several aldehydes (aromatics and aliphatics) and different α,β-unsaturated reactants is described. For all aldehydes tested, the utilization of ultrasound sources augmented the reaction rate and the chemical yields. The use of ultrasound with two different catalysts (tri-n-butylphosphine and 1,4-diazabicyclo[2.2.2]octane [DABCO]) was also investigated. It was clearly demonstrated that DABCO is much more effective for catalyzing a Baylis-Hillman reaction under the influence of ultrasound than is tri-n-butylphosphine. No effect on reaction rate was observed when the concentration of DABCO was increased.
Star-like polyionic heterogeneous nanocatalyst as a highly active catalyst for promotion of Baylis-Hillman reaction in [bmim]Cl
Valizadeh, Hassan,Shomali, Ashkan,Noorshargh, Saeideh
, p. 2169 - 2177 (2015)
The use of star-like polyionic Lewis base heterogeneous nanocatalyst for the Baylis-Hillman reaction of benzyl- and methylacrylates with aryl aldehydes has been investigated. The corresponding Baylis-Hillman adducts are obtained in good to high yields in
Improved catalysis of Morita-Baylis-Hillman reaction. The strong synergic effect using both an imidazolic ionic liquid and a temperature
Porto, Ricardo S.,Amarante, Giovanni W.,Cavallaro, Mayra,Poppi, Ronei J.,Coelho, Fernando
, p. 1184 - 1187 (2009)
The effect of different catalytic conditions for the Morita-Baylis-Hillman reaction has been evaluated both experimentally and by chemometry. The use of either ultrasound at 0 °C, ultrasound with an imidazolic ionic liquid at 0 °C or the ionic liquid cata
The Baylis-Hillman reaction under high pressure induced by water-freezing
Hayashi, Yujiro,Okado, Kotaro,Ashimine, Itaru,Shoji, Mitsuru
, p. 8683 - 8686 (2002)
High pressure (about 200 MPa), which was realized by freezing water in a sealed autoclave, has been successfully applied to the Baylis-Hillman reaction, in which an efficient rate enhancement was observed.
A multi-component reaction in the Morita-Baylis-Hillman route
Pal, Sudhir Chandra,Bhunia, Sankar Chandra
, p. 4816 - 4822 (2013)
A facile stereoselective synthesis of trisubstituted (Z)/(E)-alkenes containing a functionalized thioether unit has been accomplished by using a new three-component tetramolecular reaction (ABCB′-type) following a Morita-Baylis-Hillman (MBH) route. Synthe
Improved procedures for the Baylis-Hillman reaction
Zhao, San-Hu,Bie, Hong-Yan,Chen, Zhao-Bin
, p. 231 - 237 (2005)
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Metal- and ligand-accelerated catalysis of the Baylis-Hillman reaction
Aggarwal, Varinder K.,Mereu, Andrea,Tarver, Gary J.,McCague, Ray
, p. 7183 - 7189 (1998)
The Baylis-Hillman reaction, the coupling of an unsaturated carbonyl compound/nitrile with aldehydes, is a valuable reaction but is limited in its practicality by poor reaction rates. We have endeavored to accelerate the reaction using Lewis acids and fou
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
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
