Article ID Journal Published Year Pages File Type
1254361 Chinese Chemical Letters 2016 4 Pages PDF
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

Related Topics
Physical Sciences and Engineering Chemistry Chemistry (General)
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