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金催化碘代富烯的合成。

Gold-catalyzed synthesis of iodofulvenes.

机构信息

Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.

出版信息

Chemistry. 2013 Jun 24;19(26):8634-41. doi: 10.1002/chem.201300507. Epub 2013 May 7.

DOI:10.1002/chem.201300507
PMID:23653259
Abstract

We report the gold-catalyzed synthesis of highly functionalized iodofulvenes from iododialkynes under mild conditions. The catalytic cycle involves the formation of gold acetylides and vinylgold intermediates. These intermediates can then undergo an unprecedented iodine/gold exchange. This new pathway for catalyst transfer in dual gold catalysis opens up the possibility of highly regioselective transformations directed by the gold in the organogold intermediates. The resulting products are well suited for further metal-mediated coupling reactions, allowing the synthesis of extended π-systems.

摘要

我们报告了在温和条件下,金催化碘二炔生成高官能化碘代呋喃的方法。该催化循环涉及金炔化物和烯基金中间体的形成。这些中间体随后可以经历前所未有的碘/金交换。这种双金催化中催化剂转移的新途径为通过有机金中间体中的金进行高度区域选择性转化开辟了可能性。得到的产物非常适合进一步的金属介导偶联反应,允许扩展的π体系的合成。

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