“Green” oxidation reactions—application to carbohydrate chemistry

2003 ◽  
Vol 5 (6) ◽  
pp. 679-681 ◽  
Author(s):  
Ewan C. Boyd ◽  
Ray V. H. Jones ◽  
Peter Quayle ◽  
Anita J. Waring
2010 ◽  
Vol 53 (13-14) ◽  
pp. 876-893 ◽  
Author(s):  
Noritaka Mizuno ◽  
Keigo Kamata ◽  
Kazuya Yamaguchi

10.5772/13524 ◽  
2011 ◽  
Author(s):  
Emerson Henrique de Faria ◽  
Gustavo Pimenta ◽  
Frederico Matias ◽  
Marcio Luis Andrade e Silva ◽  
Ademar Alves da Silva Filho ◽  
...  

Author(s):  
M.A. Vicente ◽  
R. Trujillano ◽  
K.J. Ciuffi ◽  
E.J. Nassar ◽  
S.A. Korili ◽  
...  

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Jun Xu ◽  
Lixin Liang ◽  
Haohao Zheng ◽  
Yonggui Robin Chi ◽  
Rongbiao Tong

Abstract Oxidation of indoles is a fundamental organic transformation to deliver a variety of synthetically and pharmaceutically valuable nitrogen-containing compounds. Prior methods require the use of either organic oxidants (meta-chloroperoxybenzoic acid, N-bromosuccinimide, t-BuOCl) or stoichiometric toxic transition metals [Pb(OAc)4, OsO4, CrO3], which produced oxidant-derived by-products that are harmful to human health, pollute the environment and entail immediate purification. A general catalysis protocol using safer oxidants (H2O2, oxone, O2) is highly desirable. Herein, we report a unified, efficient halide catalysis for three oxidation reactions of indoles using oxone as the terminal oxidant, namely oxidative rearrangement of tetrahydro-β-carbolines, indole oxidation to 2-oxindoles, and Witkop oxidation. This halide catalysis protocol represents a general, green oxidation method and is expected to be used widely due to several advantageous aspects including waste prevention, less hazardous chemical synthesis, and sustainable halide catalysis.


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