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钯催化的通过降冰片烯控制反应序列的内部炔烃的区域选择性芳香拓展。

Palladium-Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a Norbornene-Controlled Reaction Sequence.

机构信息

Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, Hong Kong.

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, 710127, China.

出版信息

Angew Chem Int Ed Engl. 2018 Mar 19;57(13):3381-3385. doi: 10.1002/anie.201713207. Epub 2018 Feb 22.

DOI:10.1002/anie.201713207
PMID:29385308
Abstract

A regioselective aromatic π-extension reaction of internal alkynes is reported. The proposed method employs three easily available components, namely aryl halides, 2-haloarylcarboxylic acids, and disubstituted acetylenes. The transformation is driven by a controlled reaction sequence of C-H activation, decarboxylation, and annulation to give poly(hetero)aromatic compounds in a site-selective fashion. Unlike in previously reported palladium-catalyzed three-component annulations, alkyne carbopalladation is the last step of this tandem reaction.

摘要

报道了一种区域选择性的炔烃的芳香环扩展反应。该方法采用三种易得的原料,即芳基卤化物、2-卤代芳基羧酸和二取代炔烃。该转化通过 C-H 活化、脱羧和环化的受控反应序列进行,以选择性的方式得到多(杂)芳族化合物。与之前报道的钯催化的三组分环化反应不同,炔烃碳钯化是该串联反应的最后一步。

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