Ac2O-Mediated Dearylacetylative Dimerization of 2-Arylacetyl-1-naphthols: Synthesis of Naphtho[1,2-b]furan-3-ones

被引:7
|
作者
Chang, Meng-Yang [1 ]
Chen, Kuan-Ting [1 ]
Hsiao, Yu-Ting [1 ]
Chen, Shin-Mei [1 ]
机构
[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 05期
关键词
PHOTO-FRIES REARRANGEMENTS; REACTIVITY; NAPHTHOLS;
D O I
10.1021/acs.joc.9b03298
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient route for the synthesis of 2aryl-2-naphthyl naphtho[1,2-b]furan-3-ones is described via NaH/Ac2O-mediated dearylacetylative dimerization of 2-arylacetyl-1-naphthols in refluxing THF under open-flask conditions. A plausible mechanism is also proposed and discussed. Various reaction conditions are investigated for one-pot transformation.
引用
收藏
页码:3605 / 3616
页数:12
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