Solvent-free iodine-promoted synthesis of 3,2′-pyrrolinyl spirooxindoles from alkylidene oxindoles and enamino esters under ball-milling conditions

2017 ◽  
Vol 53 (92) ◽  
pp. 12477-12480 ◽  
Author(s):  
Hui Xu ◽  
Hong-Wei Liu ◽  
Hao-Sheng Lin ◽  
Guan-Wu Wang

A solvent-free mechanochemical reaction of alkylidene oxindoles with enamino esters via an iodine-promoted tandem Michael/cyclization sequence has been developed to provide a variety of spirocyclic oxindoles in moderate to good yields with excellent diastereoselectivities.

Molecules ◽  
2020 ◽  
Vol 25 (16) ◽  
pp. 3719
Author(s):  
Kuan Chen ◽  
Chuang Niu ◽  
Guan-Wu Wang

The solvent-free mechanochemical reaction has aroused increasing interest among scientists. Mechanical ball-milling can implement reactions under mild conditions, shorten the reaction time, and improve the reaction efficiency. Particularly, the most attractive characteristic of mechanochemistry is that it can alter the reaction pathway. However, few such examples have been reported so far. In this paper, we report the reaction of aldoximes with NaCl and Oxone under ball-milling conditions to afford N-acyloxyimidoyl chlorides, which are different from those of the liquid-phase counterpart.


2019 ◽  
Vol 15 ◽  
pp. 963-970 ◽  
Author(s):  
Sora Park ◽  
Jeung Gon Kim

Mechanochemical polymerization is a rapidly growing area and a number of polymeric materials can now be obtained through green mechanochemical synthesis. In addition to the general merits of mechanochemistry, such as being solvent-free and resulting in high conversions, we herein explore rate acceleration under ball-milling conditions while the conventional solution-state synthesis suffer from low reactivity. The solvent-free mechanochemical polymerization of trimethylene carbonate using the organocatalysts 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) are examined herein. The polymerizations under ball-milling conditions exhibited significant rate enhancements compared to polymerizations in solution. A number of milling parameters were evaluated for the ball-milling polymerization. Temperature increases due to ball collisions and exothermic energy output did not affect the polymerization rate significantly and the initial mixing speed was important for chain-length control. Liquid-assisted grinding was applied for the synthesis of high molecular weight polymers, but it failed to protect the polymer chain from mechanical degradation.


2021 ◽  
Author(s):  
Goutam Brahmachari ◽  
Indrajit Karmakar ◽  
Pintu Karmakar

A one-pot procedure for the synthesis of biologically relevant coumarin-hydrazones by a three-component reaction between 4-hydrocoumarins, primary aromatic amines and tert-butyl nitrite under ball-milling in the absence of any catalyst/additive...


Author(s):  
Maria Carta ◽  
Francesco Delogu ◽  
Andrea Porcheddu

With its ability to enable solvent-free chemical reactions, mechanochemistry promises to open new and greener synthetic routes to chemical products of industrial interest. Its practical exploitation requires understanding the relationships...


2019 ◽  
Vol 7 (37) ◽  
pp. 11406-11410 ◽  
Author(s):  
Francisco Palazon ◽  
Yousra El Ajjouri ◽  
Paz Sebastia-Luna ◽  
Simone Lauciello ◽  
Liberato Manna ◽  
...  

Solvent-free mechanochemical synthesis of phase-pure inorganic halide perovskites is investigated in depth revealing several beneficial and detrimental effects of ball-milling.


2015 ◽  
Vol 21 (17) ◽  
pp. 6390-6393 ◽  
Author(s):  
Chandan Giri ◽  
Prasit Kumar Sahoo ◽  
Rakesh Puttreddy ◽  
Kari Rissanen ◽  
Prasenjit Mal
Keyword(s):  

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