Three Different Dimerizations of 2-Bromo-3-methyl-1,4-naphthoquinones

被引：8
|
作者：
Azuma, Shuhei [1 ]
Nishio, Kazuyuki [1 ]
Kubo, Konomi [1 ]
Sasamori, Takahiro [2 ]
Tokitoh, Norihiro [2 ]
Kuramochi, Kouji [1 ]
Tsubaki, Kazunori [1 ]
机构：
[1] Kyoto Prefectural Univ, Grad Sch Life & Environm Sci, Sakyo Ku, Kyoto 6068522, Japan
[2] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 10期
关键词：
OXIDATIVE DIMERIZATION; DERIVATIVES; COMPLEXES; DIMERISATION; COPPER(II); DIQUINONES;
D O I：
10.1021/jo300696m
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Three types of dimeric naphthoquinones, which possess structurally diverse skeletons, can be prepared in one step from 2-bromo-3-methyl-1,4-naphthoquinones. 2,2'-Dimeric naphthoquinones were prepared by a one-pot Stille-type reaction via vinylstannanes. Oxepines are formed by unexpected domino reactions via 1,4-dihydroxynaphthalene species. Epoxides are formed by a Michael/Darzens reaction via the o-quinone methides.
引用
收藏
页码：4812 / 4820
页数：9
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