Tandem Cyclization/Hydroarylation of α,ω-Dienes Triggered by Scandium-Catalyzed C-H Activation

被引：24

作者：

Tang, Bin ^{[1
]}

Hu, Xiaoyan ^{[1
]}

Liu, Chunli ^{[1
]}

Jiang, Tao ^{[1
]}

Alam, Fakhre ^{[1
]}

Chen, Yanhui ^{[1
]}

机构：

[1] Tianjin Univ Sci & Technol, Coll Chem Engn & Mat Sci, TEDA, 29 13th Ave, Tianjin 300457, Peoples R China

来源：

ACS CATALYSIS | 2019年 / 9卷 / 01期

基金：

中国国家自然科学基金;

关键词：

ring-closure; C-H activation; dienes; hydroarylation; rare earths; BOND ACTIVATION; CASCADE CARBOALUMINATION; NATURAL-PRODUCTS; DIENES; CYCLIZATION/HYDROSILYLATION; ALKYLATION; FUNCTIONALIZATION; CYCLIZATION; COMPLEX; OLEFINS;

D O I：

10.1021/acscatal.8b04713

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A highly regio- and diastereoselective, cyclization/hydroarylation reaction of 1,5- and 1,6-dienes with aromatic ethers and tertiary anilines was established by a cationic 2-picoline-tethered-half-sandwich scandium alkyl catalyst, which constitutes a process for producing a diverse array of cis-1,3-disubstituted arylated and trans-1,2-disubstituted benzylated methylcyclopentane derivatives in one step with 100% atom-efficiency. Furthermore, a mechanism involving a scandium-catalyzed aromatic ortho-C-H activation and alkene-insertion cascade was also proposed.

引用

页码：599 / 604

页数：11

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