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The Construction of Polysubstituted Aromatic Core Derivatives via a Cycloaddition/Oxidative Aromatization Sequence from Quinone and β‐Enamino Esters
Author(s) -
Li YuJin,
Huang HuanMing,
Ye Qing,
Hou LiFen,
Yu WuBin,
Jia JianHong,
Gao JianRong
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300892
Subject(s) - aromatization , chemistry , cycloaddition , quinone , oxidative phosphorylation , sequence (biology) , aromaticity , organic chemistry , combinatorial chemistry , catalysis , molecule , biochemistry
An unexpected strategy has been discovered for the construction of polysubstituted aromatic core derivatives from the reaction of quinones or N ‐substituted maleimides with β‐enamino esters by a cycloaddition/oxidative aromatization sequence that provides products contrary to those delivered by the Nenitzescu reaction. The current method provides a highly favorable synthetic strategy for the efficient construction of important therapeutic agents containing polysubstituted aromatic core structures.