Iron catalyzed oxidation of benzylic alcohols to benzoic acids

2018 ◽  
Vol 47 (18) ◽  
pp. 6412-6420 ◽  
Author(s):  
B. Stanje ◽  
P. Traar ◽  
J. A. Schachner ◽  
F. Belaj ◽  
N. C. Mösch-Zanetti

Direct, one-pot oxidation of benzyl alcohols to benzoic acid with H2O2 catalyzed by Fe(iii) complexes.

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2573-2576 ◽  
Author(s):  
Ryoichi Kuwano ◽  
Yusuke Makida ◽  
Yasutaka Matsumoto

The decarboxylation of benzyl fluorobenzoates has been developed by using the palladium catalyst prepared in situ from Pd(η3-allyl)Cp and bulky monophosphine ligand XPhos. The catalytic reaction afforded a range of fluorinated diarylmethanes in good yields with broad functional-group compatibility. The substrates were readily synthesized by condensation of the corresponding benzoic acid with benzyl alcohol. Therefore, the transformation is formally regarded as a cross-coupling reaction between fluorine-containing benzoic acids and benzyl alcohols.


2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>


2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Miao Guo ◽  
Xiangtao Kong ◽  
Chunzhi Li ◽  
Qihua Yang

AbstractHydrogenation of benzoic acid (BA) to cyclohexanecarboxylic acid (CCA) has important industrial and academic significance, however, the electron deficient aromatic ring and catalyst poisoning by carboxyl groups make BA hydrogenation a challenging transformation. Herein, we report that Pt/TiO2 is very effective for BA hydrogenation with, to our knowledge, a record TOF of 4490 h−1 at 80 °C and 50 bar H2, one order higher than previously reported results. Pt/TiO2 catalysts with electron-deficient and electron-enriched Pt sites are obtained by modifying the electron transfer direction between Pt and TiO2. Electron-deficient Pt sites interact with BA more strongly than electron-rich Pt sites, helping the dissociated H of the carboxyl group to participate in BA hydrogenation, thus enhancing its activity. The wide substrate scope, including bi- and tri-benzoic acids, further demonstrates the high efficiency of Pt/TiO2 for hydrogenation of BA derivatives.


Synlett ◽  
2015 ◽  
Vol 26 (06) ◽  
pp. 779-784 ◽  
Author(s):  
Chengrong Ding ◽  
Shang Shan ◽  
Guofu Zhang ◽  
Jie Lei ◽  
Xingwang Han ◽  
...  

ChemInform ◽  
2005 ◽  
Vol 36 (26) ◽  
Author(s):  
Xiongyu Wu ◽  
A. K. Mahalingam ◽  
Mathias Alterman
Keyword(s):  
One Pot ◽  

2013 ◽  
Vol 54 (50) ◽  
pp. 6934-6936 ◽  
Author(s):  
Gang Li ◽  
Jin Wang ◽  
Baokun Yuan ◽  
Dongfeng Zhang ◽  
Ziyun Lin ◽  
...  

2008 ◽  
Vol 19 (8) ◽  
pp. 915-917 ◽  
Author(s):  
Zhen Li Min ◽  
Yi Hua Zhang ◽  
Yi Sheng Lai ◽  
Si Xun Peng

2018 ◽  
Vol 59 (4) ◽  
pp. 368-371 ◽  
Author(s):  
Yefu Zhu ◽  
Yong Zheng ◽  
Weibin Song ◽  
Bole Wei ◽  
Lijiang Xuan
Keyword(s):  
One Pot ◽  

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