Harnessing interrupted Fischer in continuous flow: sustainable synthesis of (spiro)indolenine and (spiro)indoline privileged scaffolds

2020 ◽  
Vol 5 (11) ◽  
pp. 2091-2100
Author(s):  
Antonella Ilenia Alfano ◽  
Angela Zampella ◽  
Ettore Novellino ◽  
Margherita Brindisi ◽  
Heiko Lange
Keyword(s):  
Continuous Flow ◽  
Flow Chemistry ◽  
Privileged Scaffolds

3,3-Disubstituted indolenines are obtained via a green and sustainable flow chemistry protocol for interrupted Fischer indolisation reactions.

Room Temperature Flow Electrochemistry as a Means of Retaining the “Memory of Chirality” via Hofer Moest Type Reaction

2020 ◽  
Author(s):  
Tomas Hardwick ◽  
Rossana Cicala ◽  
Nisar Ahmed
Keyword(s):  
Continuous Flow ◽  
Room Temperature ◽  
Biological Activities ◽  
Supporting Electrolyte ◽  
Enantiomeric Excess ◽  
Flow Chemistry ◽  
Batch Processes ◽  
Enabling Technology ◽  
Chiral Compounds ◽  
Memory Of Chirality

<p>Many chiral compounds have become of great interest to the pharmaceutical industry as they possess various biological activities. Concurrently, the concept of “memory of chirality” has been proven as a powerful tool in asymmetric synthesis, while flow chemistry has begun its rise as a new enabling technology to add to the ever increasing arsenal of techniques available to the modern day chemist. Here, we have employed a new simple electrochemical microreactor design to oxidise an L-proline derivative at room temperature in continuous flow. Flow performed in microreactors offers up a number of benefits allowing reactions to be performed in a more convenient and safer manner, and even allow electrochemical reactions to take place without a supporting electrolyte due to a very short interelectrode distance. By the comparison of electrochemical oxidations in batch and flow we have found that continuous flow is able to outperform its batch counterpart, producing a good yield (71%) and a better enantiomeric excess (64%) than batch with a 98% conversion. We have, therefore, provided evidence that continuous flow chemistry has the potential to act as a new enabling technology to replace some aspects of conventional batch processes. </p>

scholarly journals Application of Reactor Engineering Concepts in Continuous Flow Chemistry: A Review

2021 ◽  
Author(s):  
Nicole Candice Neyt ◽  
Darren Lyall Riley
Keyword(s):  
Rapid Growth ◽  
Continuous Flow ◽  
Flow Chemistry ◽  
The Past ◽  
Continuous Flow Chemistry

The adoption of flow technology for the manufacture of chemical entities, and in particular pharmaceuticals, has seen rapid growth over the past two decades with the technology now blurring the...

Microwave-Assisted Grafting to MCM-41 Silica and its Application as Catalyst in Flow Chemistry

2011 ◽  
Vol 64 (11) ◽  
pp. 1522 ◽  
Author(s):  
Manuela Oliverio ◽  
Antonio Procopio ◽  
Toma N. Glasnov ◽  
Walter Goessler ◽  
C. Oliver Kappe
Keyword(s):  
Continuous Flow ◽  
Rate Increase ◽  
Flow Chemistry ◽  
Conventional Heating ◽  
Kinetic Effect ◽  
Microwave Technology ◽  
Microwave Assisted ◽  
Technology Control ◽  
First Time ◽  
Mcm 41

Finding environmentally gentle methods to graft Lewis acid on the surface of mesoporous materials is a topic of current interest. Herein we describe the optimization of a preparation procedure of a mesoporous silica-supported ErIII catalyst using the microwave-assisted post-calcination functionalization of Mobil Composition of Matter-41 silica as the key step. The required time for functionalization was reduced from several hours to 10 min using sealed-vessel microwave technology. Control experiments using conventional heating at the same temperature demonstrated that the rate increase is owing to a simple thermal/kinetic effect as a result of the higher reaction temperature. The resulting ErIII catalyst was tested for the first time as a catalyst in the continuous flow deprotection of benzaldehyde dimethylacetal and a complete leaching study was performed.

scholarly journals Continuous-flow chemistry in chemical education

2017 ◽  
Vol 7 (3–4) ◽  
pp. 157-158 ◽  
Author(s):  
Daniel Blanco-Ania ◽  
Floris P. J. T. Rutjes
Keyword(s):  
Continuous Flow ◽  
Chemical Education ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry

ChemInform Abstract: Continuous Flow Chemistry: A Discovery Tool for New Chemical Reactivity Patterns.

ChemInform ◽  
2014 ◽  
Vol 45 (44) ◽  
pp. no-no
Author(s):  
Jan Hartwig ◽  
Jan B. Metternich ◽  
Nikzad Nikbin ◽  
Andreas Kirschning ◽  
Steven V. Ley
Keyword(s):  
Continuous Flow ◽  
Chemical Reactivity ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry

Towards 4th industrial revolution efficient and sustainable continuous flow manufacturing of active pharmaceutical ingredients

2022 ◽  
Author(s):  
Cloudius Sagandira ◽  
Sinazo Nqeketo ◽  
Kanysile Mhlana ◽  
Thembela Sonti ◽  
Paul Watts ◽  
...  
Keyword(s):  
Pharmaceutical Industry ◽  
Continuous Flow ◽  
Industrial Revolution ◽  
Flow Chemistry ◽  
Active Pharmaceutical Ingredients ◽  
New Paradigm ◽  
Pharmaceutical Ingredients ◽  
Continuous Flow Chemistry

Continuous flow chemistry has opened a new paradigm in both the laboratory and pharmaceutical industry. This review details the recently reported literature on continuous multistep telescoped synthesis of active pharmaceutical...

scholarly journals The Eschenmoser coupling reaction under continuous-flow conditions

2011 ◽  
Vol 7 ◽  
pp. 1164-1172 ◽  
Author(s):  
Sukhdeep Singh ◽  
J Michael Köhler ◽  
Andreas Schober ◽  
G Alexander Groß
Keyword(s):  
Continuous Flow ◽  
Elevated Temperatures ◽  
Reaction Times ◽  
Coupling Reaction ◽  
Flow Chemistry ◽  
Flow Conditions ◽  
Reaction Conditions ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Reaction Proceeds

The Eschenmoser coupling is a useful carbon–carbon bond forming reaction which has been used in various different synthesis strategies. The reaction proceeds smoothly if S-alkylated ternary thioamides or thiolactames are used. In the case of S-alkylated secondary thioamides or thiolactames, the Eschenmoser coupling needs prolonged reaction times and elevated temperatures to deliver valuable yields. We have used a flow chemistry system to promote the Eschenmoser coupling under enhanced reaction conditions in order to convert the demanding precursors such as S-alkylated secondary thioamides and thiolactames in an efficient way. Under pressurized reaction conditions at about 220 °C, the desired Eschenmoser coupling products were obtained within 70 s residence time. The reaction kinetics was investigated and 15 examples of different building block combinations are given.

Rapid high conversion of high free fatty acid feedstock into biodiesel using continuous flow vortex fluidics

RSC Advances ◽  
2015 ◽  
Vol 5 (3) ◽  
pp. 2276-2280 ◽  
Author(s):  
Joshua Britton ◽  
Colin L. Raston
Keyword(s):  
Fatty Acids ◽  
Free Fatty Acids ◽  
Continuous Flow ◽  
Room Temperature ◽  
Flow Chemistry ◽  
Environmentally Benign ◽  
High Free Fatty Acid ◽  
Rapid Reduction ◽  
Biodiesel Feedstock ◽  
Flow Vortex

Rapid reduction of free fatty acids in biodiesel feedstock: the rapid conversion of problematic free fatty acids in bio-oils has been achieved using room temperature, environmentally benign vortex fluidic flow chemistry.

scholarly journals Scalable Synthesis of Norbornadienes via in situ Cracking of Dicyclopentadiene Using Continuous Flow Chemistry

2021 ◽  
Author(s):  
Jessica Orrego‐Hernández ◽  
Helen Hölzel ◽  
Maria Quant ◽  
Zhihang Wang ◽  
Kasper Moth‐Poulsen
Keyword(s):  
Continuous Flow ◽  
Flow Chemistry ◽  
Continuous Flow Chemistry ◽  
Scalable Synthesis
Sign in / Sign up

Export Citation Format

Share Document