Research record

Publications

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153 publications found for Synthetic and heterocyclic chemistry

Cover of Ind. & Eng. Chem. Res.
Graphical abstract for A multiple microcapillary reactor for organic synthesis

Journal article

A multiple microcapillary reactor for organic synthesis

Hornung, C. H.; Hallmark, B.; Baumann, M.; Baxendale, I. R.; Ley, S. V.; Hester, P.; Clayton, P.; Mackley, M. R.

Ind. & Eng. Chem. Res. · 2010 · 49 · 4576–4582

This paper presents process characteristics and proof of concept reactions for a newly developed microreactor system, termed the Cambridge Disc Microreactor (CDM), using plastic microcapillary flow discs (MFDs). These flat reactor discs were constructed from …

Cover of Synlett
Graphical abstract for Enzymatic Oxidative Cyclisation Reactions Leading to Dibenzoazocanes

Journal article

Enzymatic Oxidative Cyclisation Reactions Leading to Dibenzoazocanes

Tozzi, F.; Ley, S. V.; Kitching, M. O.; Baxendale, I. R.

Synlett · 2010 · (13) · 1919–1922

From simple N-isovanillyltyramine derivatives double oxidative biotransformations can be achieved using tyrosinase leading to the corresponding hydroxylated dibenzoazocanes.

Cover of Chem. Eur. J.
Graphical abstract for Multi-Step Synthesis by Using Modular Flow Reactors: The Preparation of Yne-ones and their use in Heterocycle Synthesis

Journal article

Multi-Step Synthesis by Using Modular Flow Reactors: The Preparation of Yne-ones and their use in Heterocycle Synthesis

Baxendale, I. R.; Schou, S. C.; Sedelmeier, J.; Ley, S. V.

Chem. Eur. J. · 2010 · 16 · 89–94

Multi-step in flow: The palladium-catalysed acylation of terminal alkynes for the synthesis of yneones as well as their further transformation to various heterocycles in a continuous-flow mode is presented. Furthermore, an extension of the simple flow configu…

Cover of Synlett
Graphical abstract for Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions using a Modular Flow Reactor

Journal article

Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions using a Modular Flow Reactor

Baumann, M; Baxendale, I. R.; Ley, S. V.

Synlett · 2010 · (5) · 749–752

The generation and subsequent use of unstabilised azomethine ylides in dipolar cycloaddition reactions within a flow microreactor is demonstrated. The 3-nitropyrrolidines produced were furthermore subjected to chemoselective hydrogenation reactions using the …

Cover of Heterocycles
Graphical abstract for Synthesis of Highly Substituted Nitropyrrolidines, Nitropyrrolizines and Nitropyrroles via Multicomponent-Multistep Sequences within a Flow Reactor

Journal article

Synthesis of Highly Substituted Nitropyrrolidines, Nitropyrrolizines and Nitropyrroles via Multicomponent-Multistep Sequences within a Flow Reactor

Baumann, M.; Baxendale, I. R.; Kirschning, A.; Ley, S. V.; Wegner, J.

Heterocycles · 2010 · 82 · 1297–1316

We expand upon recent results concerning dipolar cycloaddition reactions of unstabilized azomethine ylids with nitro alkenes to generate 3-nitropyrrolidines via a flow chemistry sequence. This new work describes the development of a three-component coupling r…

Cover of Org. Biomol. Chem.
Graphical abstract for The Application of Flow Microreactors to the Preparation of a Family of Casein Kinase I Inhibitors

Journal article

The Application of Flow Microreactors to the Preparation of a Family of Casein Kinase I Inhibitors

Venturoni, F.; Nikbin, N.; Ley S. V.; Baxendale, I. R.

Org. Biomol. Chem. · 2010 · 8 · 1798–1806

In this article we demonstrate how a combination of enabling technologies such as flow synthesis, solid-supported reagents and scavenging resins utilised under fully automated software control can assist in typical medicinal chemistry programmes. In particula…

Cover of Org. Biomol. Chem.
Graphical abstract for The Continuous Flow Synthesis of Butane-2,3-Diacetal Protected Building Blocks Using Microreactors

Journal article

The Continuous Flow Synthesis of Butane-2,3-Diacetal Protected Building Blocks Using Microreactors

Carter, C. C.; Lange, H.; Ley, S. V.; Baxendale, I. R.

Org. Biomol. Chem. · 2010 · 8 · 1588–1595

The continuous flow synthesis of butane-2,3-diacetal protected derivatives has been achieved using commercially available flow chemistry microreactors in concert with solid supported reagents and scavengers to provide in-line purification systems. The BDA pro…

Cover of Synthesis
Graphical abstract for A Base-catalysed One-pot Three-component Coupling Reaction Leading to Nitrosubstituted Pyrroles

Journal article

A Base-catalysed One-pot Three-component Coupling Reaction Leading to Nitrosubstituted Pyrroles

Baxendale, I. R.; Buckle, C. D.; Ley,S. V.; Tamborini, L.

Synthesis · 2009 · (9) · 1485–1493

Tosyl isocyanide and ethyl chloroformate react with nitrostyrenes to afford nitro-substituted pyrroles in good yield when a catch-and-release protocol was employed as a purification strategy.

Cover of Tetrahedron Lett.
Graphical abstract for A microfluidic flow chemistry platform for organic synthesis: the Hofmann rearrangement

Journal article

A microfluidic flow chemistry platform for organic synthesis: the Hofmann rearrangement

Palmieri, A.; Ley, S. V.; Hammond, K.; Polyzos, A.; Baxendale, I. R.

Tetrahedron Lett. · 2009 · 50 · 3287–3289

We report on the use of commercially available chemical microreactors to effect the Hofmann rearrangement of aromatic amides to the corresponding carbamates.

Cover of Beilstein J. Org. Chem.
Graphical abstract for Continuous flow based catch and release protocol for the synthesis of a-Ketoesters

Journal article

Continuous flow based catch and release protocol for the synthesis of a-Ketoesters

Palmieri, A.; Ley, S. V.; Polyzos, A.; Ladlow, M.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2009 · 5(23) · 1–17

Using a combination of commercially available mesofluidic flow equipment and tubes packed with immobilised reagents and scavengers, a new synthesis of á-ketoesters is reported.

Cover of Angew. Chem. Int. Ed.
Graphical abstract for Multi-Step Synthesis using Modular Flow Reactors: Bestmann-Ohira Reagent for the Formation of Alkynes and Triazoles

Journal article

Multi-Step Synthesis using Modular Flow Reactors: Bestmann-Ohira Reagent for the Formation of Alkynes and Triazoles

Baxendale, I. R.; Ley, S. V.; Mansfield, A. C.; Smith, C. D.

Angew. Chem. Int. Ed. · 2009 · 48 · 4017–4021

Multistep in flow: The Seyferth–Gilbert reagent 1 has been applied in a flow system to rapidly synthesize terminal alkynes. The system has been further applied to synthesize triazole 3 from alcohol 2 in a three-step oxidation/homologation/copper(I)-catalyzed …

Cover of Beilstein J. Org. Chem.
Graphical abstract for New Tools for Molecule Makers: Emerging Technologies.

Journal article

New Tools for Molecule Makers: Emerging Technologies.

Ley, S. V.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2009 · NA · 65–85

If one reflects for a moment about the current practices used by a skilled synthesis chemist, we must be impressed by the sheer complexity of what can be achieved. Moreover, the impact on society is staggering, given the array of healing drugs, compounds th…