Abstract
Although carbon dioxide (CO 2) is highly abundant, its low reactivity has limited its use in chemical synthesis. In particular, methods for carbon-carbon bond formation generally rely on two-electron mechanisms for CO 2 activation and require highly activated reaction partners. Alternatively, radical pathways accessed via photoredox catalysis could provide new reactivity under milder conditions. Here we demonstrate the direct coupling of CO 2 and amines via the single-electron reduction of CO 2 for the photoredox-catalysed continuous flow synthesis of α-Amino acids. By leveraging the advantages of utilizing gases and photochemistry in flow, a commercially available organic photoredox catalyst effects the selective α-carboxylation of amines that bear various functional groups and heterocycles. The preliminary mechanistic studies support CO 2 activation and carbon-carbon bond formation via single-electron pathways, and we expect that this strategy will inspire new perspectives on using this feedstock chemical in organic synthesis.
Original language | English (US) |
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Pages (from-to) | 453-456 |
Number of pages | 4 |
Journal | Nature chemistry |
Volume | 9 |
Issue number | 5 |
DOIs | |
State | Published - May 1 2017 |
Funding
National Institute of General Medical Sciences (F32GM108181)
ASJC Scopus subject areas
- General Chemistry
- General Chemical Engineering