Selenium-Directed ortho-C-H Borylation by Iridium Catalysis

被引:10
|
作者
Tang, Jia [1 ]
Singh, Thishana [2 ]
Li, Xingzhen [1 ]
Liu, Linpeng [1 ]
Zhou, Taigang [1 ,3 ]
机构
[1] Southwest Petr Univ, Coll Chem & Chem Engn, Chengdu 610500, Sichuan, Peoples R China
[2] Univ KwaZulu Natal, Coll Agr Engn & Sci, Sch Chem & Phys, ZA-4000 Durban, South Africa
[3] Southwest Petr Univ, State Key Lab Oil & Gas Reservoir Geol & Exploita, Chengdu 610500, Sichuan, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 18期
基金
中国国家自然科学基金;
关键词
BONDS; ORGANOSELENIUM; ARENES;
D O I
10.1021/acs.joc.0c01559
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iridium-catalyzed selenium-directed ortho-C-H borylation of benzyl selenide derivatives was successfully developed. This is the first example where selenium is used as a directing group in C-H borylation. The reaction was carried out using the tricyclohexylphosphine ligand for an improved catalytic efficiency. Various substrates were tolerated and afforded either ortho-monoborylated products (substrates bearing ortho- or meta-substituents) or diborylated products (substrates bearing parasubstituents) in good yields. This study provides an efficient synthetic method for the preparation of a variety of organo-selenium compounds.
引用
收藏
页码:11959 / 11967
页数:9
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