ChemInform Abstract: Carbon‐Based Solid Acid Catalyzed One‐Pot Mannich Reaction: A Facile Synthesis of β‐Amino Carbonyl Compounds.

Abstract

Carbon-Based Solid Acid Catalyzed One-Pot Mannich Reaction: A Facile Synthesis of β-Amino Carbonyl Compounds. -The three-component condensation of acetophenone (I), aromatic aldehydes (II), and aromatic amines (III) in the presence of catalytic amounts of carbon-based solid acid affords the title compounds (IV) in high yields. The green catalyst can be recycled after simple work-up and reused at least three times without substantial loss of activity. Besides the simple procedure, short reaction times and the easy work-up are further advantages. -(DAVOODNIA*, A.; TAVAKOLI-NISHABURI, A.; TAVAKOLI-HOSEINI, N.; Bull. Korean Chem. Soc. 32 (2011) 2, 635-638, http://dx.doi.org/10.5012/bkcs.2011.32.2.635 ; Dep. Chem., Fac. Sci., Islamic Azad. Univ., Zahedan, Iran; Eng.) -H. Hoennerscheid 28-077

Preparation, Characterization and First Application of Aerosil Silica Supported Acidic Ionic Liquid as a Reusable Heterogeneous Catalyst for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

“…The data of specific surface area, pore size and pore volume of [PYC 4 Figure 2. The majority of isotherms have been grouped into six types by IUPAC classification (I, II, III, IV, V, and VI), 49 but only types I, II, and IV are commonly found in the adsorption on polar materials.…”

“…The addition of nucleophiles to the aldehydes is promoted by protonation of the carbonyl group using a Brønsted acid enhancing the electrophilicity of this moiety. Therefore, it is proposed that, at first, the reaction starts through nucleophilic attack of the amino group in 2-aminobenzamide at the activated carbonyl group in arylaldehyde by [PYC 4 4 ] and characterized by FT-IR, BET, TG/DTG and XRD techniques. The catalyst showed high catalytic activity in the synthesis of 2-aryl-2,3-dihydroquinazolin-4(1H)-ones by cyclocondensation reaction of 2-aminobenzamide with aromatic aldehydes under solvent-free conditions.…”

“…[1][2][3][4] Preparing heterogeneous catalysts by supporting the homogenous precursors on solid support is one of the important routes for developing novel heterogeneous catalysts. In most of these cases, the supported catalysts so prepared could provide advantages over their unsupported counterparts in terms of separation, reusability, and particularly, the ability to provide practical conveniences in a continuous system that is valued in industry.…”

Synthesis of Pyrazolo[3,4‐d]pyrimidin‐4‐ones Catalyzed by Br?nsted‐acidic Ionic Liquids as Highly Efficient and Reusable Catalysts

“…Prompted by these findings and in line with our research program on synthesis of heterocycles [27][28][29][30][31][32][33][34] and using reusable acid catalysts in organic reactions, [35][36][37][38][39][40][41][42][43][44][45] herein we would like to report a very fast method for the synthesis of pyrazolo [3,4-d]pyrimidin-4-ones through heterocyclization reaction of 5-amino-1H-pyrazole-4-carboxamides with triethyl orthoesters using two Brønsted-acidic ILs, 3-methyl- …”

One-pot synthesis of β-amino carbonyl compounds catalyzed silica supported phenylphosphinic acid

“…The Mannich-type reactions are classical methods for the synthesis of β-amino carbonyl compounds due to their atom-economy advantages and application in biologically active molecule syntheses. The reported Mannich reactions have been catalyzed by various catalysts such as CeCl 3 ·7H 2 O [4], NbCl 5 [5], BiCl 3 [6], CAN [7], Bi(OTf) 3 [8], Zn(OTf) 2 [9], HClO 4 -SiO 2 [10], sulfated MCM-41 [11], ZSM-5-SO 3 H [12], PEG-SO 3 H [13], ionic liquid [14][15][16][17], sulphamic acid [18,19], Cu-nanoparticles [20], [RE(PFO) 3 ] [21], silica based tin(II) catalyst [22], carbon based solid acid [23], polyaniline/SiO 2 [24], lipase [25], saccharose [26], (bromodimethyl)sulfonium bromide [27], heteroplyacid salts [28], iodine-alumina under microwave irradiation [29], SO 4 2-/Ce x Zr 1-x O 2 [30], 2-hydroxylpyridine [31], ZnCl 2 [32]. However, these methods have certain drawbacks such as harsh reaction conditions, toxicity, difficulty in product separation, longer reaction time, and the use of an excess of expensive reagents/catalysts.…”