Zirconyl Nitrate as an Efficient Catalyst for Facile Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1H)-one Derivatives in Aqueous ­Medium

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 235-237
Author(s):  
Amarsinha Gorepatil ◽  
Pratapsinha Gorepatil ◽  
Mahadev Gaikwad ◽  
Dattakumar Mhamane ◽  
Ajit Phadkule ◽  
...  
Keyword(s):  
Aqueous Medium ◽  
Intramolecular Cyclization ◽  
Lewis Acid ◽  
Efficient Method ◽  
Acid Catalyst ◽  
Facile Synthesis ◽  
Zirconyl Nitrate ◽  
Reaction Conditions ◽  
Efficient Catalyst ◽  
Lewis Acid Catalyst

A simple, green, and efficient method is introduced for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones under mild reaction conditions with improved yields by intramolecular cyclization of o-aminochalcones with zirconyl nitrate [Zn(O)(NO3)2·nH2O] as a water-tolerant Lewis-acid catalyst.

scholarly journals Zirconyl (IV) Nitrate as Efficient and Reusable Solid Lewis Acid Catalyst for the Synthesis of Benzimidazole Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Pratapsinha B. Gorepatil ◽  
Yogesh D. Mane ◽  
Vilas S. Ingle
Keyword(s):  
Reaction Time ◽  
Carboxylic Acid ◽  
Lewis Acid ◽  
Efficient Method ◽  
Acid Catalyst ◽  
Benzimidazole Derivatives ◽  
Aromatic Carboxylic Acid ◽  
Zirconyl Nitrate ◽  
Short Reaction Time ◽  
Lewis Acid Catalyst

The present paper introduces a simple and efficient method for the synthesis of substituted benzimidazoles by heterocyclization of differento-phenylenediamines and substituted aromatic carboxylic acid/aldehyde in the presence of zirconyl nitrate as catalyst in ethanol under reflux, which produced excellent yield of corresponding benzimidazoles in a short reaction time with reusability of catalyst.

Facile Synthesis of α-Amino Nitriles Using Lanthanide Triflate as a Lewis Acid Catalyst

Synlett ◽  
2004 ◽  
Vol 1 (01) ◽  
pp. 115-116 ◽  
Author(s):  
Shû Kobayashi ◽  
Haruro Ishitani ◽  
Masaharu Ueno
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Facile Synthesis ◽  
Lewis Acid Catalyst

Nonconventional Friedel-Crafts Chemistry. VIII. On the Preferentional Intramolecular Cyclization Reactions of 2-Aryl-2-benzyl-1,3-oxathiolan-5-one under Lewis Acids Catalytic Action

1993 ◽  
Vol 58 (5) ◽  
pp. 1208-1212 ◽  
Author(s):  
Maher F. El-Zohry ◽  
Zeinab A. Hozien ◽  
Omima S. Mohamed
Keyword(s):  
Intramolecular Cyclization ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Acid Catalyst ◽  
Catalytic Action ◽  
Cyclization Reactions ◽  
Lewis Acid Catalyst ◽  
Intermolecular Reactions ◽  
Catalyst Effect

In our previous work we reported the intermolecular reactions of spirothialactones with arenes, ferrocene and thiophene. The results of these investigation together with our interest in Friedel-Crafts chemistry prompted us to consider the intramolecular cyclization reactions of 2-aryl-2-benzyl-1,3-oxathiolan-5-one derivatives (IIa - IId) under Lewis acid catalyst effect.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

Bis(pentafluorophenyl)tin Dibromide as a Novel Organotin Halide Lewis Acid Catalyst

Synlett ◽  
1996 ◽  
Vol 1996 (09) ◽  
pp. 877-879 ◽  
Author(s):  
Jianxie Chen ◽  
Katsumasa Sakamoto ◽  
Akihiro Orita ◽  
Junzo Otera
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

Asymmetric synthesis of isoquinuclidines by Diels–Alder reaction of 1,2-dihydropyridine utilizing a chiral Lewis acid catalyst

Tetrahedron ◽  
2012 ◽  
Vol 68 (6) ◽  
pp. 1774-1781 ◽  
Author(s):  
Chigusa Seki ◽  
Masafumi Hirama ◽  
N.D.M. Romauli Hutabarat ◽  
Junko Takada ◽  
Chonticha Suttibut ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Chiral Lewis Acid ◽  
Lewis Acid Catalyst
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