Reaction of zirconacycles with 3-iodopropenoates and 3-iodocycloenones in the presence of CuCl: A new pathway for the formation of cyclopentadienes and spirocyclic compounds

Reaction of zirconacycles with 3-iodopropenoates and 3-iodocycloenones in the presence of CuCl: A new pathway for the formation of cyclopentadienes and spirocyclic compounds
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DOI:
10.1021/jo9905975
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发表时间:
2000-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Xi;Kotora;Nakajima;Takahashi
Xi;Kotora;Nakajima;Takahashi
中科院分区:
其他
文献类型:
--
作者:
Xi;Kotora;Nakajima;Takahashi

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在化学计量量的氯化碳存在下,通过迈克尔加成和与碘化烯基部分的偶联,锆环形成环状化合物。3-碘丙烯酸酯与各种锆环戊二烯在化学计量量的cul存在下反应得到五取代和六取代环戊二烯。3-碘环酮与锆环戊二烯、锆环戊烯或锆环戊烷反应得到了产率较高的螺环化合物。
Formation of cyclic compounds from zirconacycles has been performed by a combination of Michael addition and coupling with an alkenyl iodide moiety in the presence of a stoichiometric amount of CuCl. The reaction of 3-iodopropenoates with various zirconacyclopentadienes in the presence of a stoichiometric amount of CuCl afforded penta- and hexasubstituted cyclopentadienes. The reaction of 3-iodocycloenones with zirconacyclopentadienes, zirconacyclopentenes, or zirconacyclopentanes gave spirocyclic compounds in good yields.