- Palladium-catalyzed reductive coupling of nitroarenes with phenols leading to n-cyclohexylanilines
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A direct and efficient palladium-catalyzed reductive coupling reaction of nitroarenes with phenols has been developed. A series of Ncyclohexylaniline derivatives was easily and efficiently obtained in moderate to good yields via C-N bond formation by the
- Liu, Kai-Jian,Zeng, Xiu-Ling,Zhang, Yong,Wang, Yi,Xiao, Xin-Sheng,Yue, Huilan,Wang, Ming,Tang, Zilong,He, Wei-Min
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- A General and Direct Reductive Amination of Aldehydes and Ketones with Electron-Deficient Anilines
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In our ongoing efforts in preparing tool compounds for investigating and controlling the biosynthesis of phenazines, we recognized the limitations of existing protocols for C-N bond formation of electron-deficient anilines when using reductive amination. After extensive optimization, we have established three robust and scalable protocols for the reductive amination of ketones with electron-deficient anilines, by using either BH3·THF/AcOH/CH2Cl2 (method A), with reaction times of several hours, or the more powerful combinations BH3·THF/TMSCl/DMF (method B) and NaBH4/TMSCl/DMF (method C), which give full conversions for most substrates within 10 to 25 minutes. The scope and limitations of these reactions have been defined for 12 anilines and 14 ketones.
- Pletz, Jakob,Berg, Bernhard,Breinbauer, Rolf
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supporting information
p. 1301 - 1317
(2016/05/02)
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- Amino (oxo) acetic acid protein tyrosine phosphatase inhibitors
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Compounds of formula (I) or therapeutically acceptable salts thereof, are protein tyrosine kinase PTP1B inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.
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