Scalable Electrochemical Decarboxylative Olefination Driven by Alternating Polarity
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- Alberto Garrido-Castro
- Scripps Research Institute
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- Yuta Hioki
- Scripps Research Institute
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- Yoshifumi Kusumoto
- Scripps Research Institute
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- Kyohei Hayashi
- Scripps Research Institute
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- Jeremy Griffin
- AbbVie (United States)
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- Kaid Harper
- AbbVie (United States)
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- Yu Kawamata
- Scripps Research Institute
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- Phil Baran
- Scripps Research Institute
Abstract
<jats:p>A mild, scalable (kg) metal-free electrochemical decarboxylation of alkyl carboxylic acids to olefins is disclosed. Numerous applications are presented wherein this transformation can simplify alkene synthesis and provide alternative synthetic access to valuable olefins from simple carboxylic acid feedstocks. This robust method relies on alternating polarity to maintain the quality of the electrode surface and local pH, providing a deeper understanding of the Hofer-Moest process with unprecedented chemoselectivity.</jats:p>