Organic letters

Organocatalytic Dakin Oxidation by Nucleophilic Flavin Catalysts

S Chen, MS Hossain, FW Foss Jr

文献索引：Chen, Shuai; Hossain, Mohammad S.; Foss, Frank W. Organic Letters, 2012 , vol. 14, # 11 p. 2806 - 2809

被引用次数: 31

摘要

Flavin catalysts perform the first organocatalytic Dakin oxidation of electron-rich arylaldehydes to phenols under mild, basic conditions. Catechols are readily prepared, and the oxidation of 2-hydroxyacetophenone was achieved. Aerobic oxidation is displayed in the presence of Zn (0) as a reducing agent. This reactivity broadens the scope of biomimetic flavin catalysis in the realm of nucleophilic oxidations, providing a framework for ...

~92%

~92%

~86%

~94%

~97%

~90%

~90%

An efficient synthesis of phenol via CuI/8-hydroxyquinoline-...

[Maurer, Stefan; Liu, Wei; Zhang, Xiaojing; Jiang, Yongwen; Ma, Dawei Synlett, 2010 , # 6 p. 976 - 978]

An expeditious chemo-enzymatic route from glucose to catecho...

[Kakinuma, Katsumi; Nango, Eriko; Kudo, Fumitaka; Matsushima, Yoshitaka; Eguchi, Tadashi Tetrahedron Letters, 2000 , vol. 41, # 12 p. 1935 - 1938]

… , characterization and use of 1, 3-disulfonic acid imidazo...

[Shirini, Farhad; Khaligh, Nader Ghaffari; Akbari-Dadamahaleh, Somayeh Journal of Molecular Catalysis A: Chemical, 2012 , vol. 365, p. 15 - 23]

Sodium Bis (trimethylsilyl) amide and Lithium Diisopropylami...

[Hwu, Jih Ru; Wong, Fung Fuh; Huang, Jiann-Jyh; Tsay, Shwu-Chen Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4097 - 4104]

One-pot hydrothermal synthesis of mesoporous V-SBA-16 with a...

[Zhao, Lina; Dong, Yongli; Zhan, Xinlin; Cheng, Yi; Zhu, Yujun; Yuan, Fulong; Fu, Honggang Catalysis Letters, 2012 , vol. 142, # 5 p. 619 - 626]