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

Three Different Dimerizations of 2-Bromo-3-methyl-1,4-naphthoquinones
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2-溴-3-甲基-1,4-萘醌的三种不同二聚化

DOI:
10.1021/jo300696m
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发表时间:
2012
期刊:
J. Org. Chem
影响因子:
--
通讯作者:
K
K
中科院分区:
--
文献类型:
--
作者:
Azuma;S.; Nishio;K.; Kubo;K.; Sasamori;T.; Tokitoh;N.; Kuramochi;K.; Tsubaki;K

文献摘要

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三种具有不同骨架结构的二聚萘醌可以由2-溴-3-甲基-1,4-萘醌一步制备。 2,2'-二聚萘醌是通过乙烯基锡烷通过一锅Stille型反应制备的。氧杂平是通过 1,4-二羟基萘物质通过意想不到的多米诺骨牌反应形成的。环氧化物是通过 Michael/Darzens 反应通过茶醌甲基化物形成的。
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 theo-quinone methides.