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Alkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-07-21 , DOI: 10.1002/anie.202008482
Wei-Tao Jiang 1 , Meng-Yu Xu 1 , Shuo Yang 1 , Xiu-Ying Xie 1 , Bin Xiao 1
Affiliation  

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics. While using alkyl electrophiles to achieve ortho‐alkylation was one of the earliest applications of the Catellani reaction, ipso‐alkylation‐terminated reactions with β‐H‐containing reactants has not been realized to date. Herein, we report alkylation‐terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl‐Ge) as nucleophiles. The reactivity of alkyl‐Ge and alkyl‐B(OH)2 in this reaction is discussed. This approach enables efficient dialkylation with β‐H‐containing reactants, which was previously inaccessible by Catellani reactions.

中文翻译:

使用烷基羧甲基戊烷的烷基化封端的Catellani反应。

Catellani反应已经引起了广泛的关注,因为它能够快速进行芳香族化合物的多重衍生。当使用烷基亲电子来实现烷基化是Catellani反应的最早的应用之一,本位与烷基化-封端的反应β -H-含有反应物还没有实现更新。在本文中,我们报道了使用烷基碳霉菌素(缩写为烷基Ge)作为亲核试剂的烷基化终止的Catellani反应。讨论了该反应中烷基Ge和烷基B(OH)2的反应性。该方法可实现与β的有效二烷基化含H的反应物,以前是Catellani反应无法获得的。
更新日期:2020-07-21
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