scholarly journals Efficient synthesis of some new antiproliferative N-fused indoles and isoquinolines via 1,3-dipolar cycloaddition reaction in an ionic liquid

2015 ◽  
Vol 39 (4) ◽  
pp. 2657-2668 ◽  
Author(s):  
Tushar R. Sutariya ◽  
Balvantsingh M. Labana ◽  
Narsidas J. Parmar ◽  
Rajni Kant ◽  
Vivek K. Gupta ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Cycloaddition Reaction ◽  
Reaction Medium ◽  
Environmentally Friendly ◽  
Dipolar Cycloaddition ◽  
Efficient Synthesis ◽  
Triethylammonium Acetate

Triethylammonium acetate (TEAA) as a new, recyclable and environmentally friendly reaction medium for the intramolecular[3+2] cycloaddition reaction.

ChemInform Abstract: Efficient Synthesis of Some New Antiproliferative N-Fused Indoles and Isoquinolines via 1,3-Dipolar Cycloaddition Reaction in an Ionic Liquid.

ChemInform ◽  
2015 ◽  
Vol 46 (33) ◽  
pp. no-no
Author(s):  
Tushar R. Sutariya ◽  
Balvantsingh M. Labana ◽  
Narsidas J. Parmar ◽  
Rajni Kant ◽  
Vivek K. Gupta ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Efficient Synthesis

scholarly journals Huisgen [3 + 2] Dipolar Cycloadditions of Phthalazinium Ylides to Activated Symmetric and Non-Symmetric Alkynes

Molecules ◽  
2020 ◽  
Vol 25 (19) ◽  
pp. 4416
Author(s):  
Vasilichia Antoci ◽  
Costel Moldoveanu ◽  
Ramona Danac ◽  
Violeta Mangalagiu ◽  
Gheorghita Zbancioc
Keyword(s):  
Reaction Time ◽  
Comparative Study ◽  
Cycloaddition Reaction ◽  
Environmentally Friendly ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Dimethyl Acetylenedicarboxylate ◽  
Thermal Heating ◽  
Dipolar Cycloadditions ◽  
Methyl Propiolate

We present herein a straightforward and efficient pathway for the synthesis of pyrrolophthalazine cycloadducts via Huisgen [3 + 2] dipolar cycloaddition reactions of phthalazinium ylides to methyl propiolate or dimethyl acetylenedicarboxylate (DMAD). A thoroughly comparative study concerning the efficiency of synthesis, conventional thermal heating (TH) versus microwave (MW) and ultrasound (US) irradiation, has been performed. The cycloaddition reactions of phthalazinium ylides to methyl propiolate occur regiospecific, with a single regioisomer being obtained. Under conventional TH, the cycloaddition reaction of phthalazinium ylides with DMAD occurs to a mixture of inseparable partial and fully aromatized pyrrolophthalazine cycloadducts, while MW or US irradiation are leading only to fully aromatized compounds, with the reactions becoming selective. A feasible mechanism for formation of fully aromatized compounds is presented. Besides selectivity, it has to be noticed that the reaction setup under MW or US irradiation offer a number of other certain advantages: higher yields, decreasing of the amount of used solvent comparative with TH, decreasing of the reaction time from hours to minutes and decreasing of the consumed energy; consequently, these reactions could be considered environmentally friendly.

Highly efficient synthesis of cyclic carbonates from carbon dioxide and epoxides catalyzed by ionic liquid [Heemim][ZrCl5]

RSC Advances ◽  
2015 ◽  
Vol 5 (83) ◽  
pp. 67886-67891 ◽  
Author(s):  
Yu-Lin Hu ◽  
Ming Lu ◽  
Xue-Lin Yang
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquid ◽  
Cycloaddition Reaction ◽  
Cyclic Carbonates ◽  
Efficient Synthesis ◽  
Highly Efficient

A facile and efficient synthesis of cyclic carbonates by cycloaddition reaction is described.

Highly enantioselective catalytic 1,3-dipolar cycloadditions of α-alkyl diazoacetates: efficient synthesis of functionalized 2-pyrazolines

2015 ◽  
Vol 13 (9) ◽  
pp. 2745-2749 ◽  
Author(s):  
Sung Il Lee ◽  
Ka Eun Kim ◽  
Geum-Sook Hwang ◽  
Do Hyun Ryu
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Efficient Synthesis ◽  
Dipolar Cycloadditions

Chiral oxazaborolidinium ion catalyzed 1,3-dipolar cycloaddition reaction of α-substituted diazoacetates gives functionalized 2-pyrazolines in high to excellent enantiomeric ratios.

scholarly journals Theoretical Analysis of the Mechanism of the 1,3-Dipolar Cycloaddition of Benzodiazepine with N-Aryl-C-ethoxycarbonylnitrilimine

2020 ◽  
Vol 2020 ◽  
pp. 1-8
Author(s):  
Khadija Nabih ◽  
Mohamed Maatallah ◽  
Abdesselam Baouid ◽  
Abdellah Jarid
Keyword(s):  
Energy Barrier ◽  
Addition Reaction ◽  
Cycloaddition Reaction ◽  
Reaction Medium ◽  
Dft Method ◽  
High Energy ◽  
Dipolar Cycloaddition ◽  
Concerted Mechanism ◽  
Heat Released ◽  
Good Agreement

In this work, the mechanism and regio- and no-periselectivity of the 1,3-dipolar cycloaddition reaction of 2,4-dimethyl-3H-1,5-benzodiazepine with N-aryl-C-ethoxycarbonylnitrilimine have been studied using the DFT method at the B3LYP/6-31G(d) level of theory. IRC calculations and activation energies show that this reaction follows an asynchronous concerted mechanism. The two C=N sites of 2,4-dimethyl-3H-1,5-benzodiazepine are easily reached by the dipole, and the energy barrier between the reagents and the transition states is too weak. The secondary barriers are traversed by the heat released in the reaction medium after the crossing of the first TS, which facilitates the addition reaction and does not require high energy. The obtained results of this study are in good agreement with experimental outcomes.

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