Catalytic Friedel–Crafts Alkylation of Electron Rich Aromatic Derivatives with α‑Aryl Diazoacetates Mediated by Brønsted Acids

The catalytic protonation of aryl diazoacetates by strong Brønsted acids, followed by a Friedel–Crafts alkylation reaction with electron rich aromatic compounds, is reported. The reaction provided in a direct fashion 24 geminal diarylacetates in yields of ≤92%.

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Bibliographic Details
Published in:Organic letters 2020-03, Vol.22 (6), p.2339-2343
Main Authors: Gallo, Rafael D. C, Momo, Patrícia B, Day, David P, Burtoloso, Antonio C. B
Format: Article
Language:English
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Summary:The catalytic protonation of aryl diazoacetates by strong Brønsted acids, followed by a Friedel–Crafts alkylation reaction with electron rich aromatic compounds, is reported. The reaction provided in a direct fashion 24 geminal diarylacetates in yields of ≤92%.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00540