N-heterocyclic carbene catalyzed Aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines
N-heterocyclic carbene catalyzed Aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines
复制标题
N-杂环卡宾催化环烯酮与 N-甲苯磺酰基亚胺的 Aza-Morita-Baylis-Hillman 反应
DOI：
10.1021/jo071247i
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发表时间：
2007-09-14
影响因子：
3.6
通讯作者：
Ye, Song
中科院分区：
文献类型：
--
作者：
He, Lin;Jian, Teng-Yue;Ye, Song
N-杂环卡宾（NHC）被证明是环己-2-烯-1-酮或环己-2-烯-1-酮与各种N-甲苯磺酰基芳基亚胺的氮杂-Morita-B aylis -Hillman（aza-MBH）反应的有效催化剂，以高产率得到氮杂-MBH加合物。交叉实验表明，NHC可以以可逆的方式加成到N-甲苯磺酰基芳基亚胺上，这允许NHC加成到环状烯酮上，从而催化aza-Mortia- Baylis -Hillman反应。
[GRAPHICS]N-Heterocyclic carbenes (NHCs) prove to be efficient catalysts for the aza-Morita-B aylis -Hillman (aza-MBH) reaction of cyclopent-2-en-1-one or cyclohex-2-en-1-one with a variety of N-tosylarylimines to give the aza-MBH adduct in high yields. Crossover experiments show NHC can add to N-tosylarylimines in a reversible manner, which allows the addition of NHC to cyclic enones and thus catalyzes the aza-Mortia- Baylis -Hillman reaction.