Automated library synthesis of cyclopropyl boronic esters employing diazomethane in a tube-in-tube flow reactor

2016 ◽  
Vol 14 (27) ◽  
pp. 6591-6595 ◽  
Author(s):  
Hannes F. Koolman ◽  
Stanislaw Kantor ◽  
Andrew R. Bogdan ◽  
Ying Wang ◽  
Jeffrey Y. Pan ◽  
...  

Direct access to a library of cyclopropyl boronic esters, using an automated, safe diazomethane flow process.

2015 ◽  
Vol 147 (3) ◽  
pp. 523-532 ◽  
Author(s):  
Michael Schön ◽  
Dominik Dreier ◽  
Michael Schnürch ◽  
Marko D. Mihovilovic

Fuel ◽  
1988 ◽  
Vol 67 (3) ◽  
pp. 334-340 ◽  
Author(s):  
Odolphus S.L. Bruinsma ◽  
Peter J.J. Tromp ◽  
Henry J.J. de Sauvage Nolting ◽  
Jacob A. Moulijn

2020 ◽  
Vol 15 (3) ◽  
pp. 604-616
Author(s):  
Girish Basavaraju ◽  
Ravishankar Rajanna

A custom-made tubular flow reactor was utilized to develop a mathematical model and optimize the Suzuki-Miyaura cross coupling reaction. In this study, the experimentation was designed and executed through the statistical design of experiments (DoE) approach via response surface methodology. The effect of molar ratios of phenylboronic acid (1) and 4-bromophenol (2), temperature, the catalyst tetrakis(triphenylphosphine)palladium, and equivalence of aqueous tripotassium phosphate was studied in detail. The flow reactor profile was in good agreement with batch conditions and significant improvements to the overall reaction time and selectivity towards desired [1-1-biphenyl]-4-ol (3) was achieved. The Suzuki coupling reaction in batch condition would take on an average of 4 to 6 hours to complete, which was effectively accomplished in 60 to 70 minutes in this tubular reactor setup and could be operated continuously. The reaction model is in good agreement with the reaction conditions. Copyright © 2020 BCREC Group. All rights reserved 


2015 ◽  
Vol 69 (5) ◽  
Author(s):  
Melinda Mojzesová ◽  
Mária Mečiarová ◽  
Ambroz Almássy ◽  
Roger Marti ◽  
Radovan Šebesta

AbstractNon-standard experimental conditions can often enhance organocatalytic reactions considerably. The current study explores the effectiveness of a range of non-standard reaction conditions for the asymmetric organocatalytic 1,3-dipolar cycloaddition of a nitrone with α,β-unsaturated aldehydes. The influence of ionic liquids, high-pressure conditions, ultrasound, microwave irradiation and ballmilling was tested as well as the flow process. Because of the low reactivity of the nitrone and unsaturated aldehydes in the 1,3-dipolar cycloaddition, cycloadducts were isolated in only moderate yields from the majority of experiments. However, high diastereo- and enantioselectivities were observed in ionic liquids under solvent-free conditions and in the flow reactor.


Fuel ◽  
1988 ◽  
Vol 67 (3) ◽  
pp. 327-333 ◽  
Author(s):  
Odolphus S.L. Bruinsma ◽  
Rob S. Geertsma ◽  
Pim Bank ◽  
Jacob A. Moulijn

Catalysts ◽  
2018 ◽  
Vol 8 (5) ◽  
pp. 221 ◽  
Author(s):  
Katarzyna Maresz ◽  
Agnieszka Ciemięga ◽  
Julita Mrowiec-Białoń

In this work, the kinetics of Meerwein–Ponndorf–Verley chemoselective reduction of carbonyl compounds was studied in monolithic continuous-flow microreactors. To the best of our knowledge, this is the first report on the MPV reaction kinetics performed in a flow process. The microreactors are a very attractive alternative to the batch reactors conventionally used in this process. The proposed micro-flow system for synthesis of unsaturated secondary alcohols proved to be very efficient and easily controlled. The microreactors had reactive cores made of zirconium-functionalized silica monoliths of excellent catalytic properties and flow characteristics. The catalytic experiments were carried out with the use of 2-butanol as a hydrogen donor. Herein, we present the kinetic parameters of cyclohexanone reduction in a flow reactor and data on the reaction rate for several important ketones and aldehydes. The lack of diffusion constraints in the microreactors was demonstrated. Our results were compared with those from other authors and demonstrate the great potential of microreactor applications in fine chemical and complex intermediate manufacturing.


Author(s):  
Arshad Hussain ◽  
Mrityunjay Sharma ◽  
Suneha Patil ◽  
Roopashree B. Acharya ◽  
Mahesh Kute ◽  
...  
Keyword(s):  
Scale Up ◽  

2016 ◽  
Vol 12 ◽  
pp. 1503-1511 ◽  
Author(s):  
Carl J Mallia ◽  
Gary C Walter ◽  
Ian R Baxendale

The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acetate as the pre-catalyst. Carbon monoxide was introduced via a reverse “tube-in-tube” flow reactor at elevated pressures to give yields of carboxylated products that are much higher than those obtained under normal batch conditions.


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