Cubene (1,2-dehydrocubane)

Cubene (1,2-dehydrocubane)
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立方烯(1,2-脱氢立方烷)

DOI:
10.1021/ja00229a057
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发表时间:
1988
影响因子:
15
通讯作者:
M. Maggini
M. Maggini
中科院分区:
化学1区
文献类型:
--
作者:
P. Eaton;M. Maggini

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以40%的总收率合成了1,2-二碘立方烷(方案I)。第一个步骤遵循我们先前的论证,即立方烷酰胺的邻位锂化在很小程度上进行,并且可以通过采用金属转移过程来合成有用的。因此,立方烷羧酸的酰胺衍生物8通过锂化立方烷9以高产率转化为有机汞10,然后不经后处理直接通过与碘反应得到碘代酰胺11。水解
1, 2-Diiodocubane was synthesized in 40% overall yield (Scheme I). The first steps follow from our previous demonstration that ortho-lithiation of cubane amides proceeds to a small degree and can be made synthetically useful by employing transmetalation processes. 18 Thus, the amide derivative 8 of cubane carboxylic acid is converted in high yield via the lithiated cubane 9 to the organomercury 10 which is then taken directly without workup to theiodoamide 11 by reaction with iodine. Hydrolysis of the