14376-90-0Relevant academic research and scientific papers
COMPOUNDS AND METHODS FOR HEMATOPOIETIC REGENERATION
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Page/Page column 39; 51, (2019/06/17)
The invention relates to compounds that promote hematopoietic regeneration. The invention further relates to methods of promoting hematopoietic regeneration using the novel compounds of the invention.
Transition-metal-free synthesis of β-trifluoromethylated enamines with trifluoromethanesulfinate
Jiang, Huanfeng,Huang, Wei,Yu, Yue,Yi, Songjian,Li, Jiawei,Wu, Wanqing
supporting information, p. 7473 - 7476 (2017/07/12)
We have developed a transition-metal free trifluoromethylation protocol between enamines and CF3SO2Na. A wide range of β-trifluoromethyl substituted enamines were delivered in moderate to high yields with only E-configurations.
Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone-Azide Cycloaddition Involving Regitz Diazo Transfer
Wan, Jie-Ping,Cao, Shuo,Liu, Yunyun
supporting information, p. 6034 - 6037 (2016/12/09)
The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azi
Novel tetrahydropyrimidine-adamantane hybrids as anti-inflammatory agents: Synthesis, structure and biological evaluation
Kalita, Utpalparna,Kaping, Shunan,Nongkynrih, Revinus,Singha, Laishram Indira,Vishwakarma, Jai Narain
, p. 2742 - 2755 (2015/02/19)
A series of novel (3-((3s,5s,7s)-adamantan-1-yl)-1-alkyl/aralkyl/aryl-1,2,3,4-tetrahydroyrimidin-5-yl)(aryl)methanones (5a-j) has been synthesized by the reaction of 1-aryl-3-(alkyl/aralkyl/aryl)aminoprop-2-en-1-ones 3a-j, 1-adamantanamine 4 and formaldehyde under thermal conditions. The structures of the products (5a-j) have been established with the help of spectral and analytical data. The stereochemistry of the products was established by X-ray crystallographic studies of a representative product (3-((3s,5s,7s)-adamantan-1-yl)-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)(4-chlorophenyl) methanone (5g) of the series. The target adamantane-tetrahydropyrimidine hybrids 5a-j were evaluated for their anti-inflammatory activities as a result of which compounds 5e (R=C6H5CH2, Ar=C6H5), 5i (R=CH3, Ar=4-CH3C6H4), 5j (R=C6H5CH2, Ar=4-CH3C6H4) and 5g (R=CH3, Ar=4-ClC6H4) were found to exhibit excellent and promising anti-inflammatory activities.
Acetylide Ion (C22-) as a synthon to link electrophiles and nucleophiles: A simple method for enaminone synthesis
Yu, Dingyi,Sum, Yin Ngai,Ean, Amanda Chng Cheng,Chin, Mei Ping,Zhang, Yugen
, p. 5125 - 5128 (2013/06/27)
Friendly competition: A three-component reaction system composed of calcium carbide, an aryl aldehyde, and an amine gave enaminones or propargylamines (see picture) in a predictable manner through competitive pathways. The system enables the cost-efficient synthesis of a variety of enaminones from readily accessible small molecules and demonstrates the versatility of the acetylide ion, which can be used to bridge electrophiles and nucleophiles. Copyright
The α-effect in reactions of sp-hybridized carbon atom: Michael-type reactions of 1-aryl-2-propyn-1-ones with primary amines
Um, Ik-Hwan,Lee, Eun-Ju,Seok, Jin-Ah,Kim, Kyung-Hee
, p. 7530 - 7536 (2007/10/03)
Second-order rate constants (kN) have been measured for the Michael-type reaction of 1-(X-substituted phenyl)-2-propyn-1-ones (2a-f) with a series of primary amines in H2O at 25.0 ± 0.1 °C. A linear Bronsted-type plot with a small βnuc value (βnuc = 0.30) has been obtained for the reactions of 1-phenyl-2-propyn-1-one (2c) with non-α-nucleophile amines. Hydrazine is more reactive than other primary amines of similar basicity (e.g., glycylglycine and glycine ethyl ester) and results in a positive deviation from the linear Bronsted-type plot. The reactions of 2a-f with hydrazine exhibit a linear Hammett plot, while those with non-α-nucleophile amines give linear Yukawa-Tsuno plots, indicating that the electronic nature of the substituent X does not affect the reaction mechanism. The α-effect increases as the substituent X in the phenyl ring of 2a-f becomes a stronger electron-donating group. However, the magnitude of the α-effect for the reactions of 2a-f is small (e.g., kNhydrazine/kN glycylglycine = 4.6-13) regardless of the electronic nature of the substituent X. The small βnuc has been suggested to be responsible for the small α-effect. A solvent kinetic isotope effect (e.g., kNH2O/kND2O = 1.86) was observed for the reaction with hydrazine but absent for the reactions with non-α-nucleophile amines. The reactions with hydrazine and other primary amines have been suggested to proceed through a five-membered intramolecular H-bonding structure VI and a six-membered intermolecular H-bonding structure VII, respectively. The transition state modeled on VI can account for the substituent dependent α-effect and the difference in the solvent kinetic isotope effect exhibited by the reactions with hydrazine and other primary amines. It has been proposed that the βnuc value is more important than the hybridization type of the reaction site to determine the magnitude of the α-effect.
