Synthesis of 4-vinylindoles using ruthenium-catalyzed ring-closing enyne metathesis.

Synthesis of 4-vinylindoles using ruthenium-catalyzed ring-closing enyne metathesis.
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DOI:
10.1021/jo400099x
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发表时间:
2013-02
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
K. Hayashi;Kazuhiro Yoshida;A. Yanagisawa
K. Hayashi;Kazuhiro Yoshida;A. Yanagisawa
中科院分区:
其他
文献类型:
--
作者:
K. Hayashi;Kazuhiro Yoshida;A. Yanagisawa

文献摘要

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报道了通过闭环烯炔复分解(RCEM)/脱水反应选择性合成取代的4-乙烯基吲哚。与其中吡咯环被构建到官能化苯前体上的许多已知方法相比,该方法能够将苯环构建到吡咯前体上。作为该方法的一个应用,还介绍了7-羟基-4-乙烯基吲哚的RCEM/互变异构化反应序列。
The selective synthesis of substituted 4-vinylindoles by the ring-closing enyne metathesis (RCEM)/dehydration sequence is reported. In contrast with many known methods in which a pyrrole ring is constructed onto a functionalized benzene precursor, this method enables the construction of a benzene ring onto a pyrrole precursor. The RCEM/tautomerization sequence for the synthesis of 7-hydroxy-4-vinylindole is also presented as an application of this method.