The carboxylation of low-value commodity chemicals to provide higher-value carboxylic acids is of significant interest. Recently alternative routes to the traditional hydroformylation processes that used potentially toxic carbon monoxide and a transition metal catalyst have appeared. A significant challenge has been the selectivity observed for olefin carboxylation. Photochemical methods have shown a viable route towards the hydrocarboxylation of α,β-unsaturated alkenes but rely on the use of an excess reducing or amine reagent. Herein we report our investigations of an electrochemical approach that is able to hydrocarboxylate α,β-unsaturated alkenes with excellent regioselectivity and the ability to carboxylate hindered substrates to afford α-quaternary center carboxylic acids. The reported process requires no chromatography and the products are purified by simple crystallization from the reaction mixture after work-up.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8518608 | PMC |
| http://dx.doi.org/10.1002/anie.202105490 | DOI Listing |
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