1384466-99-2Relevant academic research and scientific papers
Efficient synthesis of substituted quinolines through intramolecular addition of aryl anion to carbonyl carbon
Kobayashi, Yuichi,Igarashi, Junji,Feng, Chao,Toshifumi,Tojo
experimental part, p. 3742 - 3745 (2012/09/25)
Substituted quinolines were synthesized in three steps from the Boc amides of substituted 2-iodoanilines and alkyl vinyl ketones. This method consists of (1) N-Michael addition of the Boc amide of 2-iodoaniline to alkyl vinyl ketone in the presence of Cs2CO3 in MeCN; (2) I-Mg exchange of the adduct with 3.5 equiv of i-PrMgCl·LiCl, and (3) acid-catalyzed reaction (excess AcCl in EtOH) of the resulting alcohol. Six examples are given with good yields.
