ChemInform Abstract: N-Benzyloxycarbonylation of Amines in the Ionic Liquid [TPA][L-Pro] as an Efficient Reaction Medium.

In order to significantly improve the biosynthesis of acyl-L-carnitines catalyzed by lipase, there must be an efficient and suitable reaction medium that is not only polar but also hydrophobic. [Bmim]PF6, which satisfies the above two requirements, was applied as the medium. The optimal reaction conditions were: for isovaleryl-L-carnitine, 0.22aW, 200mg molecular sieves, 60ºC, 4:1 of molar ratio (fatty acid:L-carnitine), 150rpm and 60h; for octanoyl-L-carnitine and palmitoyl-L-carnitine, 0.22aW, 250 mg molecular sieves, 5:1 of molar ratio (fatty acid:L-carnitine), 200rpm, 48h, 60ºC (octanoyl-L-carnitine) and 65ºC (palmitoyl-L-carnitine). Their overall yields could reach 59.14%, 90.79% and 98.03%, respectively. The yields of isovaleryl-L-carnitine, octanoyl-L-carnitine and palmitoyl-L-carnitine in [Bmim]PF6 were 16.21%, 73.67% and 44.22 % more than those in acetonitrile, respectively. [Bmim]PF6 as the medium was better than acetonitrile. It could not only enhance the yields of acyl-L-carnitines, but also protect the lipase activity.

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Copper(II) Triflate Immobilized in [bmin]BF4 Ionic Liquid: An Efficient Reaction Medium for Michael Addition of β-Ketoesters to Acceptor-Activated Alkenes.

ChemInform ◽

10.1002/chin.200524045 ◽

2005 ◽

Vol 36 (24) ◽

Author(s):

J. S. Yadav ◽

B. V. S. Reddy ◽

Gakul Baishya ◽

A. Venkat Narsaiah

Keyword(s):

Ionic Liquid ◽

Michael Addition ◽

Reaction Medium

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A novel pyrrolidinium ionic liquid with 1,1,2,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethanesulfonate anion as a recyclable reaction medium and efficient catalyst for Friedel–Crafts alkylations of indoles with nitroalkenes

Journal of Fluorine Chemistry ◽

10.1016/j.jfluchem.2009.01.004 ◽

2009 ◽

Vol 130 (4) ◽

pp. 394-398 ◽

Cited By ~ 19

Author(s):

Jin-Hong Lin ◽

Cheng-Pan Zhang ◽

Zhi-Qiang Zhu ◽

Qing-Yun Chen ◽

Ji-Chang Xiao

Keyword(s):

Ionic Liquid ◽

Reaction Medium ◽

Efficient Catalyst ◽

Pyrrolidinium Ionic Liquid

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Acceleration of Baylis-Hillman reaction using ionic liquid supported organocatalyst

Current Organocatalysis ◽

10.2174/2213337208666210719100147 ◽

2021 ◽

Vol 08 ◽

Author(s):

Vivek Srivastava

Keyword(s):

Ionic Liquid ◽

Ionic Liquids ◽

Reaction Rate ◽

Reaction Medium ◽

Catalyst Loading ◽

Catalyst Recycling ◽

Catalytic Systems ◽

Heterogeneous Catalytic ◽

Highly Active ◽

Low Catalyst Loading

Background: Baylis-Hillman reaction suffers from the requirement of cheap starting materials, easy reaction protocol, possibility to create the chiral center in the reaction product has increased the synthetic efficacy of this reaction, and high catalyst loading, low reaction rate, and poor yield. Objective: The extensive use of various functional or non-functional ionic liquids (ILs) with organocatalyst increases the reaction rate of various organic transformations as a reaction medium and as a support to anchor the catalysts. Methods: In this manuscript, we have demonstrated the synthesis of quinuclidine-supported trimethylamine-based functionalized ionic liquid as a catalyst for the Baylis-Hillman reaction. Results: We obtained the Baylis-Hillman adducts in good, isolated yield, low catalyst loading, short reaction time, broad substrate scope, accessible product, and catalyst recycling. N-((E,3S,4R)-5-benzylidene-tetrahydro-4-hydroxy-6-oxo-2H-pyran-3-yl) palmitamide was also successfully synthesized using CATALYST-3 promoted Baylis-Hillman reaction. Conclusion: We successfully isolated the 25 types of Baylis-Hillman adducts using three different quinuclidine-supported ammonium-based ionic liquids such as Et3AmQ][BF4] (CATALYST-1), [Et3AmQ][PF6] (CATALYST-2), and [TMAAmEQ][NTf2](CATALYST-3) as new and efficient catalysts. Tedious and highly active N-((E,3S,4R)-5-benzylidene-tetrahydro-4-hydroxy-6-oxo-2H-pyran-3-yl) palmitamide derivative was also synthesized using CATALYST-3 followed by Baylis-Hillman reaction. Generally, all the responses demonstrated higher activity and yielded high competition with various previously reported homogenous and heterogeneous Catalytic systems. Easy catalyst and product recovery followed by six catalysts recycling were the added advantages of the prosed catalytic system.

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Development of a novel carboxamide-based off–on switch fluorescence sensor: Hg2+, Zn2+ and Cd2+

New Journal of Chemistry ◽

10.1039/d0nj02595j ◽

2020 ◽

Vol 44 (27) ◽

pp. 11841-11852 ◽

Cited By ~ 4

Author(s):

Mahsa Kiani ◽

Mojtaba Bagherzadeh ◽

Soraia Meghdadi ◽

Navid Rabiee ◽

Alireza Abbasi ◽

...

Keyword(s):

Ionic Liquid ◽

Tetrabutylammonium Bromide ◽

Reaction Medium ◽

Fluorescence Sensor

Here, the carboxamide ligand N-(thiazole-2-yl) picolinamide (L) was synthesized in an ionic liquid tetrabutylammonium bromide (TBAB) as the benign reaction medium.

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Ionic liquid promoted and mediated green preparation of arylbispyranylmethane and pyran derivatives and their hybrid with a pyrimidine nucleoside

Journal of Chemical Research ◽

10.3184/030823409x465321 ◽

2009 ◽

Vol 2009 (8) ◽

pp. 473-477 ◽

Cited By ~ 4

Author(s):

Xinying Zhang ◽

Yingying Qu ◽

Xuesen Fan ◽

Xia Wang ◽

Jianji Wang

Keyword(s):

Ionic Liquid ◽

High Efficiency ◽

Reaction Medium ◽

Environmentally Benign ◽

Pyrimidine Nucleoside ◽

Reaction Conditions ◽

Operation Process ◽

Antiviral Activities ◽

Benign Nature ◽

High Yields

The utilisation of an ionic liquid-[bmim][BF4] as both reaction medium and promoter for the reaction between aldehyde and 4-hydroxy-6-methylpyran-2-one is described. Without any added catalyst, this reaction was realised efficiently to give arylbispyranylmethane derivatives in high yields. Alternatively, when this reaction was carried out in the presence of acetic anhydride, fused pyran derivatives were obtained. These two novel procedures have advantages such as an environmentally benign nature, high efficiency, simple operation process and mild reaction conditions. As an application, these procedures were used in the preparation of novel 5-substituted pyrimidine nucleoside derivatives with potential antiviral activities.

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