219982-00-0Relevant academic research and scientific papers
Accelerating the optimization of enzyme-catalyzed synthesis conditionsviamachine learning and reactivity descriptors
Liang, Jinhu,Liu, Dongchang,Wan, Zhongyu,Wang, Quan-De
supporting information, p. 6267 - 6273 (2021/07/28)
Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications. An accurate and rapid selection of optimal synthesis conditions is crucial and challenging for both human knowledge and computer predictions. In this work, a
Switchable pyrrole-based hydrogen bonding motif in enantioselective trifunctional organocatalysis
Eliseenko, Sviatoslav S.,Liu, Fei
, p. 518 - 526 (2019/01/04)
Pyrroles are versatile chemical motifs for molecular recognition or ligand design but their utility as catalytic components are underexplored. We incorporated a pyrrole motif into our acid-switchable, MAP-based trifunctional organocatalytic system. The sw
Exploratory applications of 2-nitrobenzaldehyde-derived Morita–Baylis–Hillman adducts as synthons in the construction of drug-like scaffolds
Idahosa, Kenudi C.,Davies-Coleman, Michael T.,Kaye, Perry T.
, p. 417 - 430 (2019/01/24)
Morita–Baylis–Hillman adducts, prepared from 2-nitrobenzaldehyde precursors and either methyl acrylate or methyl vinyl ketone, have been used as critical synthons in the preparation of α-[(alkylamino)methyl]cinnamate esters and their but-3-en-2-one analogs, cinnamate ester-azidothymidine (AZT) conjugates, 2-quinolone and quinoline derivatives. Computer docking studies have been conducted to explore the potential of the cinnamate ester–AZT conjugates as potential dual-action HIV-1 integrase–reverse transcriptase (IN–RT) inhibitors. The results further demonstrate the applicability of Morita–Baylis–Hillman methodology in the construction of complex drug-like scaffolds.
Facile synthesis of biarylmethanes and tetrasubstituted arenes: Via a base-mediated [3 + 3] benzannulation reaction of Morita-Baylis-Hillman adducts and unsaturated sulfones
Yadav, Deepak,Sharma, Sunil K.,Menon, Rajeev S.
, p. 4073 - 4076 (2019/04/30)
A facile DBU-mediated [3 + 3] benzannulation reaction of 1,3-bis-sulfonyl propenes and Morita-Baylis-Hillman (MBH) bromides is described. The benzannulation reaction afforded bis-sulfonyl biarylmethanes/arenes with complete regioselectivity. The products
Studying the Morita-Baylis-Hillman Reaction in Continuous Flow Using Packed Bed Reactors
Verdier, Rasmus A. T.,Mikkelsen, Jesper H.,Lindhardt, Anders T.
, p. 1524 - 1533 (2018/11/23)
Conditions for the Morita-Baylis-Hillman reaction were developed under continuous flow using a packed bed reactor carrying 4-(dimethylamino)pyridine immobilized on silica. High reaction rates were obtained, as the packed bed reactor mimics super-stoichiom
Amino acid ionic liquids as catalysts in a solvent-free Morita-Baylis-Hillman reaction
Pereira, Mathias Prado,Souza Martins, Rafaela De,De Oliveira, Marcone Augusto Leal,Bombonato, Fernanda Irene
, p. 23903 - 23913 (2018/07/13)
In the present work, we describe the preparation of ten amino acid ionic liquids (AAILs) formed from ammonium salts as cations, derivatives of glycerol, and natural amino acids as anions. All of them are viscous oils, colorless or pale yellow, and hygroscopic at room temperature. They have appreciable solubility in many protic and aprotic polar solvents. The AAILs were used as catalysts in a Morita-Baylis-Hillman (MBH) reaction. The ionic liquids derivative from l-proline and l-histidine demonstrated the ability to catalyze the reaction between methyl vinyl ketone and aromatic aldehydes differently substituted in the absence of an additional co-catalyst under organic solvent-free conditions. The AAIL derivatives from l-valine, l-leucine, and l-tyrosine catalyzed the MBH reaction only in the presence of imidazole. The MBH adducts were obtained in moderate to good yields. Although the catalytic site in the ILs was in its enantiomerically pure form, all the MBH adducts were obtained in their racemic form.
Proline-Mediated Baylis-Hillman Reaction of Methyl Vinyl Ketone without a Co-catalyst under Solvent-Free Conditions
Inani, Heena,Jha, Ajit Kumar,Easwar, Srinivasan
, p. 128 - 132 (2016/12/26)
A proline-mediated Baylis-Hillman reaction of methyl vinyl ketone with aromatic aldehydes has been carried out without using any co-catalyst, under solvent-free conditions. The reaction works efficiently at 60 °C in the presence of a small amount of water
A 2D Coordination Network That Detects Nitro Explosives in Water, Catalyzes Baylis-Hillman Reactions, and Undergoes Unusual 2D→3D Single-Crystal to Single-Crystal Transformation
Sharma, Vivekanand,De, Dinesh,Pal, Sanchari,Saha, Prithwidip,Bharadwaj, Parimal K.
supporting information, p. 8847 - 8855 (2017/08/14)
The solvothermal reaction of Zn(NO3)2·6H2O and a linear dicarboxylate ligand H2L, in the presence of urotropine in N,N′-dimethylformamide (DMF), gives rise to a new porous two-dimensional (2D) coordination netwo
A Porous Cu(II)-MOF with Proline Embellished Cavity: Cooperative Catalysis for the Baylis-Hillman Reaction
De, Dinesh,Pal, Tapan K.,Bharadwaj, Parimal K.
supporting information, p. 6842 - 6844 (2016/07/27)
l-Proline has been covalently attached in a rigid linear ligand, H4L, having an isophthalate moiety at each terminal to form the chiral ligand, H4LPRO. This linker has been used for the construction of a porous MOF, LCuPRO
Morita-Baylis-Hillman reaction of benzaldehydes with methyl vinyl ketone at ambient temperature using cross-linked poly-4-vinylpyridine as a solid heterogeneous base catalyst in the presence of hydrogen peroxide
Patil, Nitin R.,Kshirsagar, Siddheshwar W.,Samant, Shriniwas D.
, p. 1703 - 1712 (2014/01/17)
Morita-Baylis-Hillman (MBH) reaction of various aromatic aldehydes and methyl vinyl ketone (MVK) is effectively catalyzed by cross-linked poly-4-vinylpyridine (CPVP), a solid heterogeneous polymer-based base catalyst, in the presence of hydrogen peroxide
