Soluble Polymer-Supported Flow Synthesis: A Green Process for the Preparation of Heterocycles
Nicolò Prosa, Raphaël Turgis, Riccardo Piccardi, Marie-Christine Scherrmann
- Institut de Chimie Moléculaire et des Matériaux d'Orsay, Université Paris-Sud, FranceRead the publication that featured this abstract
PEG-supported aqueous flow synthesis coupled with ultrafiltration as the separation technique has been investigated for the first time. This strategy was applied to the preparation of new 3,4-dihydropyrimidin-2(1H)-ones, tetrazoles and tetrahydro-1,3-oxazines from the same PEG-linked aldehyde as case studies. Dihydropyrimidinones were prepared by a copper(II)-catalysed Biginelli reaction whereas a new tetrazole-containing compound was obtained by Baylis–Hillman reaction followed by reduction and 1,3-dipolar cycloaddition. Finally, various new tetrahydro-1,3-oxazines were prepared by a four-step synthesis, that is, Baylis–Hillman reaction, Michael addition of amines, cyclization with formaldehyde and hydrolysis of the linkage to PEG. The use of water during the synthesis and most of the purification steps, as well as the benefits of the flow process in terms of improved safety and heat transfer agree with the principles of green chemistry.
The Vapourtec R-Series is, quite simply, unrivalled for flow chemistry
- Flexible :
- Precise :
The R-Series is undoubtedly the most versatile, modular flow chemistry system available today.
The Vapourtec E-Series is the perfect introductory system for flow chemistry
- Robust :
- Easy to use :
The E-Series is a robust and affordable, entry level flow chemistry system designed for reliability and ease of use.