Aryl Imidazylates and Aryl Sulfates As Electrophiles in Metal-Free ArSN1 Reactions

被引：16
|
作者：
Qrareya, Hisham [1 ]
Protti, Stefano [1 ]
Fagnoni, Maurizio [1 ]
机构：
[1] Univ Pavia, Dept Chem, Photogreen Lab, I-27100 Pavia, Italy
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 23期
关键词：
CROSS-COUPLING REACTIONS; OXIDATIVE ADDITION; ARYLBORONIC ACIDS; ARYLATIONS; TOSYLATES; PALLADIUM(0); REACTIVITY; CATALYST; IMIDAZOLYLSULFONATES; PHOSPHATES;
D O I：
10.1021/jo502172c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Some oxygen-bonded substituents were investigated as leaving groups in photoinduced ArSN1 reactions. Irradiation of aryl imidazylates and of the corresponding imidazolium salts mainly caused homolysis of the ArO-S bond. However, previously unexplored trifluoroethoxy aryl sulfates were found to undergo efficient metal-free arylation. The sulfates were conveniently generated in situ by dissolving the corresponding imidazolium salts in basic 2,2,2-trifluoroethanol.
引用
收藏
页码：11527 / 11533
页数：7
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