732-68-3Relevant articles and documents
A new class of metal-free catalysts for direct diastereo- and regioselective Mannich reactions in aqueous media
Wu, Yin-Su,Cai, Jiwen,Hu, Zhi-Ya,Lin, Guang-Xin
, p. 8949 - 8952 (2004)
Camphor sulfonic acid and three sulfonated amino acids shows to efficiently catalyze direct Mannich reactions of benzaldehyde, aniline and various ketones in aqueous media, with high diastereo- or regioselectivities. Camphor sulfonic acid is an efficient catalyst for Mannich reactions of benzaldehyde, aniline and various ketones in aqueous media, with diastereo- or regioselectivities. Meanwhile, three sulfonated amino acids can catalyze the same type of reactions effectively with high diastereo- or regioselectivities.
Diastereoselective Mannich reaction with prolinated MWCNTs as a heterogeneous organo-nanocatalyst
Khoshnevis, Mahsa,Eshghi, Hossein
, (2020/02/20)
Abstract: We intended to convert proline as a homogeneous catalyst to a heterogeneous catalyst by prolination of MWCNTs to improve proline efficiency as a catalyst by the ease of separating, catalytic economy, reusability, etc. To reach these goals, we sketched Pro-MWCNT catalyst and characterized it by different analyses such as FT-IR, SEM, EDX, CHNS. The efficiency of this heterogeneous catalyst was investigated and compared with proline homogeneous catalyst in Mannich reaction. The results hold out improvements in stereoselectivity, ease of separating and reusability. Graphic Abstract: This work represents an efficient and simple method to prepare Prolinated- MWCNTs as a heterogeneous organo-nanocatalyst. Prolinated-MWCNT was characterized by different analyses. The efficiency and catalytic activity of Pro-MWCNTs have investigated in mannich reaction, which has shown higher diastereoselectivity, moderate enantioselectivity, good reusability and high yields versus parent proline catalyst.[Figure not available: see fulltext.]
Diastereoselective three-component Mannich reaction catalyzed by silica-supported ferric hydrogensulfate
Eshghi, Hossein,Rahimizadeh, Mohammad,Hosseini, Mohsen,Javadian-Saraf, Aida
, p. 197 - 203 (2013/07/27)
A highly anti-diastereoselective three-component Mannich reaction of aromatic amines and aromatic aldehydes with cyclohexanone in the presence of silica-supported ferric hydrogensulfate has been developed. The best selectivity was obtained where there were electron-donating groups on both aldehyde and amine. Selectivity decreases when electron-withdrawing groups are present on the aldehyde; in these cases selectivity is improved if an electron-donating group is present on the amine.
Ultrasound promoted efficient and green synthesis of β-amino carbonyl compounds in aqueous hydrotropic medium
Kamble, Santosh,Kumbhar, Arjun,Rashinkar, Gajanan,Barge, Madhuri,Salunkhe, Rajashri
experimental part, p. 812 - 815 (2012/05/20)
Ultrasound promoted synthesis of β-amino carbonyl compounds in aqueous hydrotropic medium at ambient temperature is reported. The remarkable features of the new procedure are shorter reaction time, excellent yields in aqueous medium, cleaner reaction profile and simple experimental and work-up procedure.
Silica-supported boric acid with ionic liquid: A novel recyclable catalytic system for one-pot three-component mannich reaction
Kumar, Vishal,Sharma, Upendra,Verma, Praveen Kumar,Kumar, Neeraj,Singh, Bikram
experimental part, p. 639 - 645 (2011/07/06)
A rapid and efficient silica-supported boric acid/ionic liquid ([β-mim][PF6]), catalyzed, one-pot three-component Mannich reaction has been carried out to synthesize b-amino carbonyl compounds at room temperature. The reaction afforded desired
Synthesis of β-aminoketones and construction of highly substituted 4-piperidones by mannich reaction induced by persistent radical cation salts
Jia, Xiao-Dong,Wang, Xiao-E.,Yang, Cai-Xia,Huo, Cong-De,Wang, Wen-Juan,Ren, Yan,Wang, Xi-Cun
supporting information; experimental part, p. 732 - 735 (2010/04/02)
A Mannich reaction of imines and ketones induced by persistent radical cation salts was Investigated, and a series of Mannich bases, β-amlnoketones, were synthesized. A novel cyclization to form the 4-piperidone skeleton was achieved In a tandem process. The reaction can be rationalized as a radical cation process supported by various evidence.
Adenine as aminocatalyst for green synthesis of diastereoselective Mannich products in aqueous medium
Goswami, Papori,Das, Babulal
scheme or table, p. 2384 - 2388 (2009/07/19)
The three-component organocatalysed Mannich type reaction is carried out in a green co-solvent of ethanol and water at room temperature using adenine as catalyst and hydrogen peroxide as additive. The Mannich products are obtained in considerably good diastereoselectivity depending on the effects of substituents on aniline.
Mannich-type reactions in a colloidal solution formed by sodium tetrakis(3,5-trifluoromethylphenyl)borate as a catalyst in water
Chang, Chi-Tsing,Liao, Bei-Sih,Liu, Shiuh-Tzung
, p. 9257 - 9259 (2008/02/10)
Sodium tetrakis(3,5-trifluoromethylphenyl)borate [NaBAr4F] efficiently catalyzed the one-pot, three-component Mannich reaction of ketones with aromatic aldehydes and different anilines in water at an ambient temperature and afforded the corresponding β-amino carbonyl compounds in good to excellent yields.
Three-component carbon-carbon bond-forming reactions catalyzed by a Br?nsted acid-surfactant-combined catalyst in water
Manabe, Kei,Mori, Yuichiro,Kobayashi, Shu
, p. 2537 - 2544 (2007/10/03)
Reactions of aldehydes, amines, and various nucleophiles such as silyl enolates, ketones, Danishefsky's diene, and allyltribuyltin in water were successfully carried out in the presence of p-dodecylbenzenesulfonic acid (DBSA) as a Br?nsted acid-surfactant-combined catalyst.
Mannich-Type Reactions of Aldehydes, Amines, and Ketones in a Colloidal Dispersion System Created by a Bronsted Acid-Surfactant-Combined Catalyst in Water
Manabe, Kei,Kobayashi, Shu
, p. 1965 - 1967 (2008/02/11)
(matrix presented) Three-component Mannich-type reactions of aldehydes, amines, and ketones were efficiently catalyzed by dodecylbenzenesulfonic acid at ambient temperature in water to give various β-amino ketones in good yields. The same reactions proceeded sluggishly in organic solvents.
