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通过催化卤代烯丙基化/交叉偶联/复分解接力反应合成炔烃的 1,2-二取代环戊二烯

Synthesis of 1,2-Disubstituted Cyclopentadienes from Alkynes Using a Catalytic Haloallylation/Cross-Coupling/Metathesis Relay.

机构信息

Department of Organic Chemistry, Faculty of Science, Charles University in Prague , Hlavova 8, 128 43 Praha 2, Czech Republic.

出版信息

Org Lett. 2016 Aug 5;18(15):3634-7. doi: 10.1021/acs.orglett.6b01682. Epub 2016 Jul 18.

DOI:10.1021/acs.orglett.6b01682
PMID:27425809
Abstract

A three-step method based on Pd-catalyzed haloallylation of alkynes, Pd-catalyzed cross-coupling, and Ru-catalyzed ring-closing metathesis constitutes a new and short approach to variety of 1,2-substituted cyclopentadienes. The scope of the method is broad with respect to different substituents (alkyl, aryl, metallocenyl, and other substituents as well as their combinations are tolerated), and all steps proceeded with sensible yields. As a demonstration of product utility, several of the prepared cyclopentadienes were converted into the corresponding ferrocenes.

摘要

基于钯催化炔烃的卤代烯丙基化、钯催化交叉偶联和钌催化环 closing metathesis 的三步方法构成了一种新的、简短的方法,可以制备各种 1,2-取代的环戊二烯。该方法的适用范围很广,可以容忍不同的取代基(烷基、芳基、茂基和其他取代基及其组合),并且所有步骤都以合理的产率进行。作为产品用途的证明,制备的几种环戊二烯被转化为相应的二茂铁。

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