Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1254361 | Chinese Chemical Letters | 2016 | 4 Pages |
Abstract
A new nucleophilic 1,3-rearrangement is observed when treating 2-methoxyquinolino-3-lithium with an α-C substituted deoxybenzoin, and this rearrangement yielded an unusual 3,4-disubstituted 3,4-dihydroquinoline. Several similar reactions were designed and executed to investigate this novel 1,3-rearrangement, and a mechanism involving a nucleophilic addition and a following 1,3-rearrangement with an unusual dearomatization on the quinoline ring is proposed.
Graphical abstractA novel nucleophilic 1,3-rearrangement is observed when treating 2-methoxyquinolino-3-lithium with α-C substituted deoxybenzoins, and the reaction mechanism is discussed.Figure optionsDownload full-size imageDownload as PowerPoint slide
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Physical Sciences and Engineering
Chemistry
Chemistry (General)
Authors
Chun-Xian He, Zhi-Bo Jiang, Hua-Qing Cui, Da-Li Yin,