Scalable Synthesis of Functionalized Ferrocenyl Azides and Amines Enabled by Flow Chemistry

2019 ◽  
Author(s):  
Merlin Kleoff ◽  
Johannes Schwan ◽  
Lisa Boeser ◽  
Bence Hartmayer ◽  
Mathias Christmann ◽  
...  
Keyword(s):  
Reaction Time ◽  
Heterogeneous Reaction ◽  
Reduction Process ◽  
Flow Chemistry ◽  
Subsequent Reaction ◽  
Scalable Synthesis ◽  
High Yields ◽  
Reactor Section

A scalable access to functionalized 1,1’- and 1,2-ferrocenyl azides has been realized in flow. By halogen‒lithium exchange of ferrocenyl halides and subsequent reaction with tosyl azide, a variety of functionalized ferrocenyl azides was obtained in high yields. To allow a scalable preparation of these potentially explosive compounds, an efficient flow protocol was developed accelerating the reaction time to minutes and circumventing accumulation of potentially hazardous intermediates. Switching from homogeneous to triphasic flow amidst process was key for handling a heterogeneous reaction mixture formed after a heated reactor section. The corresponding and synthetically versatile ferrocenyl amines were then prepared by a reliable reduction process.

Scalable Synthesis of Functionalized Ferrocenyl Azides and Amines Enabled by Flow Chemistry

2019 ◽  
Author(s):  
Merlin Kleoff ◽  
Johannes Schwan ◽  
Lisa Boeser ◽  
Bence Hartmayer ◽  
Mathias Christmann ◽  
...  
Keyword(s):  
Reaction Time ◽  
Heterogeneous Reaction ◽  
Reduction Process ◽  
Flow Chemistry ◽  
Subsequent Reaction ◽  
Scalable Synthesis ◽  
High Yields ◽  
Reactor Section

A scalable access to functionalized 1,1’- and 1,2-ferrocenyl azides has been realized in flow. By halogen‒lithium exchange of ferrocenyl halides and subsequent reaction with tosyl azide, a variety of functionalized ferrocenyl azides was obtained in high yields. To allow a scalable preparation of these potentially explosive compounds, an efficient flow protocol was developed accelerating the reaction time to minutes and circumventing accumulation of potentially hazardous intermediates. Switching from homogeneous to triphasic flow amidst process was key for handling a heterogeneous reaction mixture formed after a heated reactor section. The corresponding and synthetically versatile ferrocenyl amines were then prepared by a reliable reduction process.

scholarly journals Rapid Reduction of Alkenes and Alkynes over Pd Nanoparticles Supported on Sulfonated Porous Carbon

2013 ◽  
Vol 2013 ◽  
pp. 1-7
Author(s):  
Arash Shokrolahi ◽  
Abbas Zali ◽  
Kamal Ghani
Keyword(s):  
Reaction Time ◽  
Porous Carbon ◽  
Room Temperature ◽  
Heterogeneous Reaction ◽  
Low Cost ◽  
Pd Nanoparticles ◽  
Rapid Reduction ◽  
Short Reaction Time ◽  
Novel Method ◽  
High Yields

A novel method has been introduced for rapid reduction of alkenes and alkynes, which may be attractive for chemical industries. This method has some advantages such as simplicity and low cost of reactants. Pd supported on sulfonated porous carbon (SPC) was used as a new catalyst for reduction of alkenes and alkynes to the corresponding alkanes using sodium borohydride. The heterogeneous reaction was conducted in open air at room temperature to produce the desired saturated compounds in high yields (over 96%) and in short reaction time (15 minutes).

Decarboxylation Reactions in a Photocatalytic Microchip

2018 ◽  
Author(s):  
Kenji Katayama ◽  
Momona Seki ◽  
Kayoko Tokumitsu ◽  
Woon Yong Sohn
Keyword(s):  
Reaction Time ◽  
Organic Reactions ◽  
Light Conditions ◽  
High Yields

The photocatalytic microchip was demonstrated as an efficient platform of the photocatalytic organic reactions, which features an easy control of the reaction time and light conditions. We demonstrated the photocatalytic decarboxylation and the following adduct reaction inside the microchip and successfully achieved high yields of the products.

scholarly journals A Simple and Green Protocol for 2H-Indazolo[2,1-b]phthalazine-triones Using Grinding Method

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Xiao-chuan Jia ◽  
Jing Li ◽  
Yu Ding ◽  
Bin Zhang ◽  
Na Wang ◽  
...  
Keyword(s):  
Reaction Time ◽  
Sulfonic Acid ◽  
Catalytic Amount ◽  
Solvent Free ◽  
Short Reaction Time ◽  
Green Protocol ◽  
Simple Operation ◽  
Grinding Method ◽  
Toluene Sulfonic Acid ◽  
High Yields

A robust, facile, and solvent-free route for the three-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones in the presence of a catalytic amount ofp-toluene sulfonic acid utilizing grinding has been developed. Short reaction time, simple operation, and high yields are the advantages of this protocol.

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

An automated flow chemistry platform to decouple mixing and reaction times

2020 ◽  
Vol 5 (7) ◽  
pp. 1212-1217 ◽  
Author(s):  
Robert W. Epps ◽  
Amanda A. Volk ◽  
Kameel Abdel-Latif ◽  
Milad Abolhasani
Keyword(s):  
Mass Transfer ◽  
Quantum Dots ◽  
Reaction Time ◽  
Reaction Times ◽  
Flow Chemistry ◽  
Controlled Synthesis ◽  
Inorganic Perovskite ◽  
Perovskite Quantum Dots ◽  
Mixing Rates

We present a flow chemistry platform that decouples precursor mixing rates from reaction time using solely off-the-shelf components. We then utilize this platform towards material-efficient studies of mass transfer-controlled synthesis of inorganic perovskite quantum dots.

scholarly journals Microwave Assisted Synthesis of 1,5-Benzothiazepines Using Greener Reaction Medium

2019 ◽  
Vol 31 (5) ◽  
pp. 993-996 ◽  
Author(s):  
Sanjay S. Kotalwar ◽  
Amol D. Kale ◽  
Ram B. Kohire ◽  
Vasant B. Jagrut
Keyword(s):  
Reaction Time ◽  
Microwave Irradiation ◽  
Reaction Medium ◽  
Microwave Assisted Synthesis ◽  
Reaction Conditions ◽  
Renewable Sources ◽  
Microwave Assisted ◽  
High Yields

An efficient and eco-friendly synthesis of 1,5-benzothiazepines has been developed by the reaction of various 2-propen-1-ones with 2-aminothiophenol using microwave irradiation in greener reaction medium, glycerol. The clean reaction conditions, shorter reaction time, high yields and non-toxic, biodegradable reaction medium manufactured from renewable sources are unique features of this method.

A Convenient Synthesis of 1,5-Fused 1,2,4-Triazoles from N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N–N Bond Formation

Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3883-3890
Author(s):  
Ashish Bhatt ◽  
Rajesh K. Singh ◽  
Ravi Kant ◽  
Bhupendra K. Sarma
Keyword(s):  
Reaction Time ◽  
Bond Formation ◽  
Available N ◽  
Short Reaction Time ◽  
Metal Free ◽  
Convenient Synthesis ◽  
Chloramine T ◽  
High Yields ◽  
Short Time

A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct metal-free oxidative N−N bond formation. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities.

scholarly journals Microwave assisted synthesis of five membered nitrogen heterocycles

RSC Advances ◽  
2020 ◽  
Vol 10 (59) ◽  
pp. 36031-36041
Author(s):  
Gopinadh Meera ◽  
K. R. Rohit ◽  
Salim Saranya ◽  
Gopinathan Anilkumar
Keyword(s):  
Reaction Time ◽  
Nitrogen Heterocycles ◽  
Product Formation ◽  
Microwave Assisted Synthesis ◽  
Short Reaction Time ◽  
Microwave Assisted ◽  
High Yields

Microwave assisted synthesis of N-heterocycles with short reaction time, high yields and high product purities along with a decrease in the rate of by-product formation.

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