Adduct of NacNacAl with Benzophenone and its Coupling Chemistry
Adduct of NacNacAl with Benzophenone and its Coupling Chemistry
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DOI：
10.1002/chem.201903719
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发表时间：
2019-11-12
影响因子：
4.3
通讯作者：
Nikonov, Georgii I.
中科院分区：
文献类型：
--
作者：
Dmitrienko, Anton;Britten, James F.;Nikonov, Georgii I.
NacNacAl（NacNac=[DippNC（Me）CHC（Me）NDipp]（-））与一当量的二苯甲酮反应得到酮化物NacNacAl（eta（2）（C，O）-OCPh 2），其与不饱和底物进行容易的环化反应。底物的范围包括二苯甲酮、醛亚胺（PhNC（Ph）H）、喹啉、苯基腈、三甲基甲硅烷基叠氮化物和饱和环状硫脲。后一种底物通过不寻常的C-N裂解反应，使C=S官能团保持完整。通过核磁共振谱和X射线衍射分析对新产物进行了表征。
Reaction of NacNacAl (NacNac=[DippNC(Me)CHC(Me)NDipp](-)) with one equivalent of benzophenone affords a ketylate species NacNacAl(eta(2)(C,O)-OCPh2) that undergoes easy cyclization reactions with unsaturated substrates. The scope of substrates included benzophenone, aldimine (PhNC(Ph)H), quinoline, phenyl nitrile, trimethylsilyl azide, and a saturated cyclic thiourea. The latter substrate reacted by an unusual C-N cleavage that left the C=S functionality intact. The new products were characterized by NMR spectroscopy and X-ray diffraction analysis.