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“On-water” conjugate additions of anilines

✍ Scribed by Phippen, Christopher B. W.; Beattie, James K.; McErlean, Christopher S. P.

Book ID
111645565
Publisher
Royal Society of Chemistry
Year
2010
Tongue
English
Weight
587 KB
Volume
46
Category
Article
ISSN
1359-7345

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a-Carbonylcarbenes (2a-c) generated by UV photolysis of 2-diazophenylacetic acid (1a), its methyl ester (1b) and 4-diazo-3-isochromanone (1c) in aqueous solution undergo conjugate addition of water across the entire carbonylcarbene moiety to give enols (3a-c) of the corresponding a-hydroxycarbonyl c