- Cu(II)-Catalyzed Ligand-Free Oxidation of Diarylmethanes and Second Alcohols in Water
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We developed a simple and efficient Cu(II)-catalyzed ligand-free oxidation of diarylmethanes and secondary alcohols using 70% tert-butyl hydroperoxide (TBHP) in water. A series of diarylmethanes were directly oxidized into diaryl ketones in 67%–98% yields. Additionally, various secondary alcohols were also transformed into the desired products in 48%–98% yields. Importantly, the catalytic system in the absence of any organic solvent, surfactant, or phase transfer agent, had a wide substrate scope and a high tolerance for various functional groups.
- Wu, Jianglong,Liu, Yan,Ma, Xiaowei,Liu, Ping,Gu, Chengzhi,Dai, Bin
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supporting information
p. 1391 - 139
(2017/09/30)
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- Metal-free oxidation of secondary benzylic alcohols using aqueous TBHP
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We report a simple, yet efficient metal-free oxidation of secondary benzylic alcohols in the presence of t-butyl hydroperoxide (70% TBHP) with high yields of up to 98%. This type of reaction can be carried out using a wide variety of substrates, requires no other organic solvent, and proves to be tolerant toward a variety of different functional groups.
- Wu, Jianglong,Liu, Yan,Ma, Xiaowei,Liu, Ping,Gu, Chengzhi,Dai, Bin
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supporting information
p. 1747 - 1758
(2016/10/30)
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- Selective Preparation of Fluorene Derivatives Using the t-Butyl Function as a Positional Protective Group
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Several 4-substituted 2,7-di-t-butylfluorene derivatives (3) were prepared by electrophilic substitutions of 2,7-di-t-butylfluorene (1). 4-Substituted fluorene (4), such as 4-bromo- (4a), 4-methyl (4e), and 4-aacetylaminofluorene (4j), were obtained by the trans-t-butylations of 3.Although we attempted to synthesize 1,8-disubstituted fluorene from 3,6-di-t-butylfluorene (2) which was derived from 2,2'-diiodo-4,4'-di-t-butyldiphenylmethane (5), by the same methods, we obtained only 2,7-disubstituted fluorene derivatives (8); it turned out electrophilic substitutions of 2 gave 2,7-disubstituted 3,6-di-t-butylfluorene derivatives.
- Kajigaeshi, Shoji,Kadowaki, Toshiya,Nishida, Akiko,Fujisaki, Shizuo
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