scholarly journals Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis

2012 ◽  
Vol 8 ◽  
pp. 300-307 ◽  
Author(s):  
Magnus Rueping ◽  
Teerawut Bootwicha ◽  
Erli Sugiono
Keyword(s):  
Continuous Flow ◽  
Flow Cell ◽  
Reaction Monitoring ◽  
Reaction Parameters ◽  
Reaction Optimization ◽  
Catalytic Asymmetric ◽  
Asymmetric Hydrogenations ◽  
High Yields ◽  
Flow Microreactors

The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities.

Coupling Continuous Flow Microreactors to MicroNIR Spectroscopy: Ultracompact Device for Facile In-Line Reaction Monitoring

2018 ◽  
Vol 22 (7) ◽  
pp. 780-788 ◽  
Author(s):  
Renan Galaverna ◽  
Rafael L. Ribessi ◽  
Jarbas J. R. Rohwedder ◽  
Julio C. Pastre
Keyword(s):  
Continuous Flow ◽  
Reaction Monitoring ◽  
Flow Microreactors

scholarly journals Achieving selectivity in porphyrin bromination through a DoE-driven optimization under continuous flow conditions

2020 ◽  
Author(s):  
Paolo Zardi ◽  
Michele Maggini ◽  
Tommaso Carofiglio
Keyword(s):  
Reaction Time ◽  
Design Of Experiment ◽  
Continuous Flow ◽  
Optimization Process ◽  
Porphyrin Ring ◽  
Flow Conditions ◽  
Reaction Parameters ◽  
Synthetic Procedure ◽  
Relevant Factors ◽  
Post Functionalization

AbstractThe post-functionalization of porphyrins through the bromination in β position of the pyrrolic rings is a relevant transformation because the resulting bromoderivatives are useful synthons to covalently link a variety of chemical architectures to a porphyrin ring. However, single bromination of porphyrins is a challenging reaction for the abundancy of reactive β-pyrrolic positions in the aromatic macrocycle. We herein report a synthetic procedure for the efficient preparation of 2-bromo-5,10,15,20-tetraphenylporphyrin (1) under continuous flow conditions. The use of flow technology allows to reach an accurate control over critical reaction parameters such as temperature and reaction time. Furthermore, by performing the optimization process through a statistical DoE (Design of Experiment) approach, these parameters could be properly adjusted with a limited number of experiments. This process led us to a better understanding of the relevant factors that govern porphyrins monobromination and to obtain compound 1 with an unprecedent 80% yield.

Catalytic asymmetric C2-nucleophilic substitutions of C3-substituted indoles with ortho-hydroxybenzyl alcohols

2017 ◽  
Vol 4 (12) ◽  
pp. 2465-2479 ◽  
Author(s):  
Jia-Le Wu ◽  
Jing-Yi Wang ◽  
Ping Wu ◽  
Guang-Jian Mei ◽  
Feng Shi
Keyword(s):  
Nucleophilic Substitutions ◽  
Catalytic Asymmetric ◽  
High Yields

Catalytic asymmetric C2-nucleophilic substitutions of C3-substituted indoles such as tryptophols or tryptamines with ortho-hydroxybenzyl alcohols have been established, leading to the generation of triaryl methane products in generally high yields and excellent enantioselectivities.

Monitoring of Microwave-Assisted Acid-Catalyzed Transesterification for Biodiesel Production Using FT-NIR Spectroscopy with Continuous-Flow Cell

2015 ◽  
Vol 3 (1) ◽  
pp. 68-77 ◽  
Author(s):  
Evandro L. Dall'Oglio ◽  
Paulo T. de Sousa ◽  
Leonardo Gomes de Vasconcelos ◽  
Carlos Adriano Parizotto ◽  
Ewerton Ferreira Barros ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Nir Spectroscopy ◽  
Flow Cell ◽  
Biodiesel Production ◽  
Microwave Assisted ◽  
Acid Catalyzed

scholarly journals Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6751
Author(s):  
Si-Jia Liu ◽  
Man-Su Tu ◽  
Kai-Yue Liu ◽  
Jia-Yi Chen ◽  
Shao-Fei Ni ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Structural Diversity ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Asymmetric Cycloadditions

Catalytic asymmetric [2 + 4] cycloadditions of 3-vinylindoles with ortho-quinone methides and their precursors were carried out in the presence of chiral phosphoric acid to afford a series of indole-containing chroman derivatives with structural diversity in overall high yields (up to 98%), good diastereoselectivities (up to 93:7 dr) and moderate to excellent enantioselectivities (up to 98% ee). This approach not only enriches the chemistry of catalytic asymmetric cycloadditions involving 3-vinylindoles but is also useful for synthesizing chiral chroman derivatives.

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