Direct Synthesis of Polysubstituted Aldehydes via Visible-Light Catalysis.
Angew Chem Int Ed Engl
; 57(8): 2174-2178, 2018 02 19.
Article
em En
| MEDLINE
| ID: mdl-29316099
ABSTRACT
Aldehydes are among the most versatile functional groups for synthetic chemistry. However, access to polysubstituted alkyl aldehydes is very limited and requires lengthy synthetic routes that involve multiple-step functional-group conversion. This paper reports a one-step synthesis of polysubstituted aldehydes from readily available olefin substrates using visible-light photoredox catalysis. Despite a number of competing reaction pathways, commercial styrenes react with vinyl ethers selectively in the presence of an acridinium salt photooxidant and a disulfide hydrogen-atom-transfer catalyst under blue LED irradiation. Alkyl aldehydes with different substitution patterns are prepared in good yields. This strategy can be applied to structurally sophisticated substrates.
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MEDLINE
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En
Ano de publicação:
2018
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Article