198902-99-7Relevant academic research and scientific papers
Intermolecular domino Michael/aldol reactions of α,β-unsaturated esters, aromatic aldehydes, and various nucleophiles promoted with a catalytic amount of a guanidine base in DMSO
Matsuo, Jun-ichi,Morita, Shunya,Yoshimura, Tomoyuki
, (2021/07/28)
In DMSO, a catalytic amount of Barton's base (2-t-butyl-1,1,3,3-tetramethylguanidine, BTMG) effectively catalyzed intermolecular three-component reactions of α,β-unsaturated esters, aldehydes, and carbon-, sulfur-, or nitrogen-pronucleophiles to give three-component addition products with the formation of two new σ-bonds: pronucleophiles and aldehydes reacted with α,β-unsaturated esters at their β-positions and α-positions, respectively. Mechanism studies suggested that these reactions proceeded by the first intermolecular Michael addition of anionic nucleophiles that were formed from pronucleophiles with a catalytic amount of BTMG, followed by intermolecular aldol reactions of transient ester enolates even in the presence of more than stoichiometric amounts of acidic pronucleophiles. High nucleophilicity over Br?nsted basicity of transient enolates in polar solvents was observed for transient ester enolates rather than ketone enolates.
Electrophilic warhead-based design of compounds preventing NLRP3 inflammasome-dependent pyroptosis
Cocco, Mattia,Garella, Davide,Di Stilo, Antonella,Borretto, Emily,Stevanato, Livio,Giorgis, Marta,Marini, Elisabetta,Fantozzi, Roberto,Miglio, Gianluca,Bertinaria, Massimo
, p. 10366 - 10382 (2015/02/19)
Pyroptosis is a caspase-1-dependent pro-inflammatory form of programmed cell death implicated in the pathogenesis of autoinflammatory diseases as well as in disorders characterized by excessive cell death and inflammation. Activation of NLRP3 inflammasome
Micellar promiscuity: An expeditious approach to Morita-Baylis-Hillman reaction
Shairgojray, Bashir Ahmad,Dar, Aijaz Ahmad,Bhat, Bilal Ahmad
, p. 2391 - 2394 (2013/06/27)
An accelerated and efficient method for Morita-Baylis-Hillman (MBH) reaction in aqueous cationic micellar solution under ambient conditions has been developed. The present method holds promise for future use of cyclic and acylic MBH-adducts of general uti
LABILE ESTERS OF AGROCHEMICALS FOR CONTROLLED RELEASE AND REDUCTION OF OFF-SITE MOVEMENT
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Paragraph 0214, (2013/04/25)
The present invention relates to esters of carboxylic acid agrochemicals comprising a labile protecting group and having formula (I). Certain of the esters of carboxylic acid agrochemicals do not undergo hydrolysis to a significant degree in the dark, but are cleaved to regenerate the parent carboxylic acid agrochemical when exposed to light. Others of the esters of carboxylic acid agrochemicals undergo hydrolysis under both light and dark conditions. The present invention further relates to methods for the controlled release of a carboxylic acid agrochemicals, and to methods of controlling unwanted plants comprising applying to the unwanted plants an ester of a carboxylic acid agrochemical.
Straightforward strategy for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from Baylis-Hillman adducts by 1,3-dipolar cycloaddition and reductive cyclization
Singh, Virender,Singh, Vijay,Batra, Sanjay
scheme or table, p. 5446 - 5460 (2009/05/11)
A straightforward and general approach for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from the adducts offorded from the Baylis-Hillman reaction of 2-nitrobenzaldehyde and ethyl acrylate by sequential 1,3-dipolar cycloaddition and reductive cyclization is presented. It was found that the reductive cyclization of the isoxazoline derivatives proceeded efficiently in the presence of In/HCl, whereas similar reductions of pyrazolines gave better yields when carried out in the presence of an Fe/AcOH mixture. However, similar attempts employing the Baylis-Hillman adduct of 2-nitrobenzaldehyde and methyl vinyl ketone did not yield the desired compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
1,3,5-triaza-7-phosphaadamantane (PTA): A practical and versatile nucleophilic phosphine organocatalyst
Tang, Xiaofang,Zhang, Bo,He, Zhengrong,Gao, Ruili,He, Zhengjie
, p. 2007 - 2017 (2008/09/18)
In this paper, the air-stable and readily available 1,3,5-triaza-7- phosphaadmantane (PTA) is reported as a practical and versatile nucleophilic phosphine organocatalyst. Under the mediation of 15-30 mol% of PTA, various electrophiles like aldehydes and i
The Baylis-Hillman approach to quinoline derivatives
Familoni, Oluwole B.,Klaas, Phindile J.,Lobb, Kevin A.,Pakade, Vusumzi E.,Kaye, Perry T.
, p. 3960 - 3965 (2008/09/18)
Baylis-Hillman reactions of 2-nitrobenzaldehydes with various activated alkenes afford adducts that undergo reductive cyclisation to quinoline derivatives. The chemo- and regioselectivity of cyclisation appears to be influenced by the choice of both the substrate and the reagent system, and competing reactions have been observed. The Royal Society of Chemistry 2006.
The first air-stable and efficient nucleophilic trialkylphosphine organocatalyst for the Baylis-Hillman reaction
He, Zhengrong,Tang, Xiaofang,Chen, Yaoming,He, Zhengjie
, p. 413 - 417 (2007/10/03)
1,3,5,-Triaza-7-phosphaadamantane (PTA) is first reported to be a convenient and efficient nucleophilic trialkylphosphine organocatalyst for the Baylis-Hillman reaction. Thus, under the mediation of 15-20 mol % of PTA and practical conditions, both aromat
Synthesis of 3-nitro-1H-indole-2-carboxylic acid ethyl ester derivatives from Baylis-Hillman adducts
Horn, Clemens R.,Perez, Michel
, p. 1480 - 1482 (2007/10/03)
A simple and direct synthesis of 3-nitro-1H-indole-2-carboxylic acid ethyl ester derivatives from acetylated Baylis-Hillman adducts of 2-nitrobenzaldehydes is described. Georg Thieme Verlag Stuttgart.
N-Methylmorpholine and urotropine as useful base catalysts in Baylis-Hillman reaction
Krishna, Palakodety Radha,Sekhar, Empati Raja,Kannan
, p. 857 - 860 (2007/10/03)
N-Methylmorpholine and urotropine, inexpensive mild bases, have effectively been utilized as catalysts in Baylis-Hillman reaction to result in good to excellent yields (57-99%) of the products.
