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One-pot conversion of phenols to anilines via Smiles rearrangement

โœ Scribed by Xie, Yong-Sheng; Vijaykumar, B.V.D.; Jang, Kiwan; Shin, Hong-Hyun; Zuo, Hua; Shin, Dong-Soo


Book ID
120485833
Publisher
Elsevier Science
Year
2013
Tongue
French
Weight
331 KB
Volume
54
Category
Article
ISSN
0040-4039

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โœ John J. Weidner; Norton P. Peet ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Journal of Heterocyclic Chemistry ๐ŸŒ English โš– 352 KB

8-Hydroxyquinoline (9) was converted to 8-aminequinoline (10) in a one-pot procedure involving alkylation with 2-bromo-2-methylpropionamide (2) followed by Smiles rearrangement and hydrolysis, in \(41 \%\) yield. The scope and limitations of this new procedure were explored with additional hydroxyqu