In-situ-generation of alkylsilyl peroxides from alkyl hydroperoxides and their subsequent copper-catalyzed functionalization with organosilicon compounds

被引:5
|
作者
Xu, Weiping [1 ]
Zhong, Wenfeng [1 ]
Yang, Qin [1 ]
Kato, Terumasa [1 ]
Liu, Yan [1 ]
Maruoka, Keiji [1 ,2 ]
机构
[1] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Peoples R China
[2] Kyoto Univ, Grad Sch Pharmaceut Sci, Lab Organocatalyt Chem, Sakyo Ku, Kyoto 6068501, Japan
基金
中国国家自然科学基金;
关键词
Copper(I) iodide; Alkylsilyl peroxides; Organosilicon compounds; Radical-based approaches; Cyanation; C-C; RADICAL ADDITIONS;
D O I
10.1016/j.tetlet.2021.153144
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylsilyl peroxides were generated in situ from the corresponding alkyl hydroperoxides using organosilicon compounds of the type Me3SiX (X = CN, N-3, and halogens) and an amine base. Subsequent in situ copper-catalyzed homolytic cleavage of the alkylsilyl peroxides afforded alkyl radicals, which were then trapped with X (X = CN, N-3, and halogens) to furnish products with new carbon-carbon, carbon-nitrogen, or carbon-halogen bonds in good to high yields. (C) 2021 Elsevier Ltd. All rights reserved.
引用
收藏
页数:4
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