DESign of Sustainable One-Pot Chemoenzymatic Organic Transformations in Deep Eutectic Solvents for the Synthesis of 1,2-Disubstituted Aromatic Olefins

Abstract

The self-assembly of styrene-type olefins into the corresponding stilbenes was conveniently performed in the <i>Deep Eutectic Solvent</i> (<i>DES</i>) mixture 1<i>ChCl</i>/2<i>Gly</i> under air and in the absence of hazardous organic co-solvents using a one-pot chemo-biocatalytic route. Here, an enzymatic decarboxylation of <i>p</i>-hydroxycinnamic acids sequentially followed by a ruthenium-catalyzed metathesis of olefins has been investigated in <i>DES</i>. Moreover, and to extend the design of chemoenzymatic processes in <i>DESs</i>, we also coupled the aforementioned enzymatic decarboxylation reaction to now concomitant Pd-catalyzed Heck-type C-C coupling to produce biaryl derivatives under environmentally friendly reaction conditions.