Issue 9, 2019

An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

Abstract

Pyridine–oxazoline-type ligands (PyOX) are an important class of chiral ligands for metal-catalyzed asymmetric transformations. Herein we describe an efficient and reliable flow route which is amenable for the synthesis of PyOX ligands at a scale of hundreds of milligrams per hour. Optimal flow conditions were rapidly identified through the assistance of an in-house built autonomous self-optimizing system integrating a custom-made optimization algorithm derived from the Nelder–Mead and golden section search methods. The preparation of a small library of representative PyOX ligands highlights the practical application of this flow route which should be of primary interest for synthetic chemists developing metal-catalyzed asymmetric transformations.

Graphical abstract: An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

Supplementary files

Article information

Article type
Paper
Submitted
28 Feb 2019
Accepted
22 Mar 2019
First published
22 Mar 2019

React. Chem. Eng., 2019,4, 1608-1615

An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

E. Wimmer, D. Cortés-Borda, S. Brochard, E. Barré, C. Truchet and F. Felpin, React. Chem. Eng., 2019, 4, 1608 DOI: 10.1039/C9RE00096H

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