Flow Chemistry Reactions - Syrris

27 – Transesterification

This paper describes reaction conditions for a transesterification process between vegetable oil and methanol. The obtained bi-phasique mixture was subsequently separated in continuous flow using a FLLEX and automatically analysed using a Sampler and Dilutor.

26 – Oxidative phenolic intramolecular coupling

This paper describes the formation of a seven-membered ring by oxidative phenolic coupling using polymer-supported (ditrifluoroacetoxyiodo)benzene.

25 – Trifluoroacetylation of an amine

This paper describes reaction conditions for the trifluoroacetlylation of an amine in continuous flow. The excess of TFAA was removed by subsequently pumping the reaction mixture through a column reactor packed with a silica-supported primary amine.

24 – Oxidation of a primary alcohol

This paper describes reaction conditions for the oxidation of alcohols in continuous flow using a column reactor packed with polymer-supported tetra-N-alkylammonium perruthenate.

23 – MOM deprotection using solid supported tosic acid

The authors describe a continuous flow method for the deprotection of MOM-protected 4-hydroxyacetophenones and 4-methoxyphenols. SiliaBond tosic acid has been used as heterogenous catalyst packed in a column reactor.

22 – Knoevenagel condensation using solid supported piperidine

This paper describes a Knoevenagel condensation protocol in continuous flow using a column reactor packed with heterogenous reagent SiliaBond piperidine.

21 – Benzylation of alcohols using solid supported DMAP

This paper describes an easy continuous benzylation method in flow. It uses DMPA SiliaBond packed in a column reactor as a heterogenous catalyst.

20 – Acylation of alcohols using solid supported DMAP

This paper describes an easy continuous acylation method in flow. It uses DMPA SiliaBond packed in a column reactor as a heterogenous catalyst.

19 – Biginelli synthesis of thiazole-substituted dihydropyrimidinones

This paper describes synthesis of thiazole-substituted dihydropyrimidinones via a Biginelli reaction in continuous flow microreactor. The Biginelli reaction follows a Hantzsch β-ketothiazole synthesis allowing synthesis of thiazole-substituted dihydropyrimidinones in one continuous process from a wide range of starting materials.

18 – Hantzsch β-ketothiazole synthesis

This paper describes experimental conditions for a fast Hantzsch thiazole synthesis coupled with ketal deprotection in continuous flow microreactor to yield β-ketothiazoles. This process is applicable to a wide range of substrates with moderate to excellent yields. Furthermore, it can be telescoped with a Biginelli synthesis to form dihydropyrimidinones.

17 – Allylation

This paper describes a multi-step formation of functionalized indoles. This step focuses on an acid catalyzed nucleophilic displacement utilizing allyltrimethylsilane as the nucleophile.

16 – Williamson Ether Synthesis

This paper describes a multi-step formation of functionalized indoles. This step focuses on a high yielding Williamson ether synthesis using Methanol as a nucleophile.

15 – Grignard and aldehyde addition

This paper describes a multi-step formation of functionalized indoles. This step focuses on a halogen-magnesium exchange (Grignard), followed by aldehyde addition to generate hydroxymethylindoles.

14 – Lipase catalyzed esterification

This paper describes a high yielding, low residence time lipase catalyzed esterification of a sterically hindered fructose derivative.

13 – Copper catalyzed Azide-Alkyne cycloaddition

This paper describes a high temperature, Copper catalyzed Azide-Alkyne cycloaddition or ‘Click’ reaction.

12 – Bromination of pyrazoles

This paper describes a safe continuous method for the electrophilic bromination of pyrazoles using N-bromosuccinimide.

11 – Nitration of pyrazoles

This paper describes a safe continuous method for the nitration of pyrazoles via electrophilic substitution using a mixture of nitric and sulphuric acid.

10 – Knorr pyrazole synthesis

This paper describes a continuous method for the synthesis of pyrazoles via condensation of 1,3-dicarbonyls and hydrazines.

9 – Amide bond formation

A continuous liquid-liquid method for formation of an amide bond is described. The process uses HOBt as activating group and is applied to a range of heterocyclic carboxylic acids and primary amines.

8 – Imidazo[1,2-a]pyridine Heterocycles synthesis

This paper describes a protocol for imidazo[1,2-a]pyridine-2-carboxylic acids synthesis directly from condensation of substituted 2-aminopyridines and bromopyruvic acid. The recipe is applicable to a wide range of aminopyridines and can be telescoped with an amide formation to obtain Imidazo[1,2-a]pyridine-2-carboxamides in one continuous process.

7 – Bohlmann-Rahtz pyridine synthesis

This paper describes practical conditions for Bohlmann–Rahtz cyclodehydration of aminodienones into pyridines with excellent conversion rates.

6 – Oxadiazole synthesis

This paper describes a general method for the synthesis of bis-substituted 1,2,4-oxadiazoles in one continuous flow sequence. 1,2,4-oxadiazoles are obtained in moderate yields with a variety of substrates.

5 – Triazole synthesis by [3+2]-cycloaddition

This paper describes optimized reaction conditions for a [3+2]-cycloaddition for the continuous multi-gram synthesis of 5-Amino-1-(2-phenylthioethy-1-yl)-1,2,3-triazole-4-carboxamide. The optimization work carried on the [3+2]-cycloaddition is also described.

4 – Hantzsch synthesis of pyrrole-3-carboxylic ester

This paper describes experimental conditions for a quick Hantzsch reaction in continuous flow microreactor for the synthesis of substituted pyrrole-3-carboxylic ester. The process is applicable to a wide range of substrates with good to moderate yields.

3 – Hantzsch synthesis of pyrrole-3-carboxylic acid

This paper describes experimental conditions for a fast Hantzsch reaction in continuous flow microreactors with in-situ hydrolysis to form substituted pyrrole-3-carboxylic acid. The process is applicable to a wide range of substrates with good to moderate yields.

2 – Fluorination of benzylic and secondary alcohols

This paper describes a safe and effective method for the fluorination of benzylic and secondary alcohols using DAST (diethylaminosulfur trifluoride) nucleophilic fluorinating reagent.

1 – Acid fluoride synthesis

This paper describes a safe and effective method for the synthesis of acid fluorides by fluorination of carboxylic acids using DAST (diethylaminosulfur trifluoride) nucleophilic fluorinating reagent.