Lima, Fabio, Meisenbach, Mark, Schenkel, Berthold and Sedelmeier, Joerg Mathias (2021) Continuous Flow as an Enabling Technology: A Fast and Versatile Entry to Functionalized Glyoxal Derivatives. Organic & Biomolecular Chemistry. ISSN 1477-05201477-0539

Abstract

Organometallic chemistry is a remarkable opportunity for continuous processing and has been applied to demonstrated
effect in the industrial landscape. We herein report two complementary strategies employing organolithium chemistry for the synthesis of glyoxal derivatives. Micro-mixer technology allows for the generation of unstable organometallic intermediates and their instantaneous in-line quench with esters as electrophiles. Selective mono-addition was observed via putative stabilized tetrahedral intermediates. Advantages offered by flow chemistry technologies facilitate a direct and efficient access to masked 1,2-dicarbonyl compounds while mitigating undesired by-product formation. These two approaches enable the production of advanced and valuable synthetic building blocks for heterocyclic chemistry with throughputs of grams per minute.

Item Type:	Article
Date Deposited:	16 Mar 2021 00:45
Last Modified:	16 Mar 2021 00:45
URI:	https://oak.novartis.com/id/eprint/43915