3274-64-4Relevant academic research and scientific papers
Nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of pyrroles
Fan, Ming-Jin,Gao, Peng,Ning, Gui-Wan,Yang, De-Suo,Zhao, Li-Fang,Zhao, Mi-Na
supporting information, (2020/09/01)
An efficient nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of tetrasubstituted pyrroles has been developed. This transformation involves cleavage of the C[dbnd]N double bond and the construction of new C[sbnd]C and C[sbnd]N bonds. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and affords tetrasubstituted pyrroles in good to high yields under mild reaction conditions. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method.
A novel bi-functional surfactant-based paramagnetic deep-eutectic catalyst for improved benzoin condensation and multi-component synthesis of pyrrole derivatives
Tamaddon, Fatemeh,Tadayonfar, SeydEhsan
, p. 71 - 78 (2019/02/19)
A new professional magnetic surfactant-based deep-eutectic (DE) and viscose liquefy catalyst (GS2+·2FeCl4, MGSFe) was synthesized by an optimized reaction of the as-prepared cationic gemini-surfactant (GS) with two moles of FeCl3·6H2O. The structure of the GS and MGSFe were characterized by NMR, FT-IR, UV–visible, CHN, pH, surface tension (?), and vibrating sample magnetometry (VSM) analyses. The MGSFe, that is a high viscose brownish liquid at >50 °C, was successfully tested as a highly active paramagnetic catalyst for improved benzoin condensation and three-component synthesis of substituted pyrroles with the highest turnover number (TON) and turnover frequency (TOF) that ever reported for this purpose. The superior activity of MGSFe is due to its amphiphile properties, the synergistic effects between GS2+ and 2FeCl4 ? as hydrogen-bond-donor and magnetic hydrogen-bond-acceptor components of this novel magneto-responsive DE, and reusability without loss of activity even in four consequence cycles run for synthesis of pyrroles. This magnetic GS-based DE can be used as oil miscible additive, pollutant adsorbent, and carrier of biomaterials to targeted poisons.
Synthesis of 2,3,4,5-tetrasubstituted pyrroles and 1,4-dihydro-tetraarylpyrazines using acidic alumina as a heterogeneous catalyst
Niknam, Khodabakhsh,Sharghi, Hashem,Khataminejad, Mohsen
, p. 1953 - 1961 (2016/09/16)
Abstract: Some new 2,3,4,5-tetrasubstituted pyrroles were synthesized via three-component condensation reaction of benzoin derivatives, 1,3-dicarbonyl compounds, and ammonium acetate using acidic Al2O3 as an efficient and reusable he
Cocamidopropyl betaine catalyzed benzoin condensation and pseudo-four-component reaction of the in situ formed benzoin in water
Tamaddon, Fatemeh,Alizadeh, Masoomeh
, p. 525 - 530 (2015/04/14)
An improved synthesis of benzoins, as key synthetic building blocks, and substituted pyrroles in micelle medium using a very small amount of cocamidopropyl betaine in water is described. In this one-pot strategy, benzoin condensation of aldehydes and further pseudo-four-component reaction of the in situ formed benzoin with 1,3-dicarbonyls, and ammonium acetate gave excellent yields of the desired pyrrole products.
Improved catalyst-free synthesis of pyrrole derivatives in aqueous media
Tamaddon, Fatemeh,Amirpoor, Farideh
, p. 1791 - 1794 (2013/09/12)
An improved catalyst-free, three-component reaction of ammonium acetate, 1,3-dicarbonyl compounds, and aromatic α-hydroxycarbonyl compounds has been carried out in water-ethanol (50:50) under reflux conditions. The improvement of yield in this aqueous med
A catalyst- and solvent-free three-component reaction for the regioselective one-pot access to polyfunctionalized pyrroles
Bhat, Subrahmanya Ishwar,Trivedi, Darshak R.
supporting information, p. 5577 - 5582 (2013/09/23)
A facile method for the regioselective synthesis of tetrasubstituted pyrroles, from readily accessible 1,3-dicarbonyls, benzoin derivatives and ammonium acetate, has been developed. The one-pot three-component reactions were performed to afford tetrasubst
Molybdate sulfuric acid as a reusable solid catalyst in the synthesis of 2,3,4,5-tetrasubstituted pyrroles via a new one-pot [2+2+1] strategy
Tamaddon, Fatemeh,Farahi, Mahnaz,Karami, Bahador
experimental part, p. 85 - 89 (2012/04/17)
Molybdate sulfuric acid (MSA) has been found as an efficient and reusable solid acid catalyst for the synthesis of new 2,3,4,5-tetrasubstituted pyrroles via a novel [2+2+1] strategy. Thus, one-pot three-component reaction of benzoin derivatives, 1,3-dicar
A new three-component reaction catalyzed by silica sulfuric acid: Synthesis of tetrasubstituted pyrroles
Tamaddon, Fatemeh,Farahi, Mahnaz
experimental part, p. 1379 - 1383 (2012/07/28)
A novel, convenient, and efficient three-component reaction of benzoin derivatives, 1,3-dicarbonyls, and ammonium acetate in the presence of silica sulfuric acid (SSA) is described for the synthesis of 2,3,4,5-tetrasubstituted pyrroles under solvent-free
Catalyzed Reaction of Diazodiphenylethanone and Related Diazo Ketones with Enaminones as a Source of Pyrroles
Eberlin, Marcos N.,Kascheres, Concetta
, p. 2084 - 2086 (2007/10/02)
The reaction of copper(II)-stabilized keto carbenes (1, 7, 8), derived from diazo ketones, with enaminones leads to the formation of pyrroles.The cyclic enaminones 3 react with the keto carbenes on nitrogen to form products 5, 9, 11, and/or pyrroles 6, 10
