2020
DOI: 10.1002/adsc.202000349
|View full text |Cite
|
Sign up to set email alerts
|

Recent Advances in the Electrochemical Reduction of Substrates Involving N−O Bonds

Abstract: In this review,t he versatile and rich chemistry for the electrochemical reductiono fs ubstrates involving N À Ob onds is surveyed. By the cathodic treatment of nitro,n itroso and other oxygenated organic nitrogen substrates,v ersatile andr eactive intermediates are formed which can be subsequently converted to high value-added products. In many examples,n itrogen heterocycles are selectively formed, but, also depending on the electrolytic conditions, free oximes,n itrones,a mines and other entities can be obt… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1
1

Citation Types

1
55
0
3

Year Published

2020
2020
2023
2023

Publication Types

Select...
8

Relationship

3
5

Authors

Journals

citations
Cited by 94 publications
(59 citation statements)
references
References 103 publications
1
55
0
3
Order By: Relevance
“…The cathodic conversion of N,O bonds is of actual interest and different electrode systems are employed. 254 Wirtanen, Waldvogel et al applied leaded bronze cathodes in the synthesis of 2 H -2-(aryl)benzo[ d ]-1,2,3-triazoles and 2 H -2-(aryl)benzo[ d ]-1,2,3-triazole N -oxides ( Scheme 22 ). 255 The leaded bronzes outperformed the lead as a cathode material, and among leaded bronzes, CuSn7Pb15 was found to be the most suitable cathode.…”
Section: Examples In Reductive Electroorganic Synthesismentioning
confidence: 99%
“…The cathodic conversion of N,O bonds is of actual interest and different electrode systems are employed. 254 Wirtanen, Waldvogel et al applied leaded bronze cathodes in the synthesis of 2 H -2-(aryl)benzo[ d ]-1,2,3-triazoles and 2 H -2-(aryl)benzo[ d ]-1,2,3-triazole N -oxides ( Scheme 22 ). 255 The leaded bronzes outperformed the lead as a cathode material, and among leaded bronzes, CuSn7Pb15 was found to be the most suitable cathode.…”
Section: Examples In Reductive Electroorganic Synthesismentioning
confidence: 99%
“…27 Scheme 9 Electrochemical quinazolinone synthesis and scope. 28,29 did not undergo the desired Favorskii rearrangement (though did still produce amide products). 30 The mechanism for this reaction is shown in Scheme 12, starting with iodide oxidation to produce I 2 , which reacts with 18 to form an α-iodoketone 19.…”
Section: Rearrangement Reactionsmentioning
confidence: 99%
“…These conditions were tolerated by a range of functional groups to give reasonably good yields. 27 There are also examples of amide bonds being formed from nitrile groups other than in MeCN, such as the work of Estrada and Rieker from 1994, 28,29 which showed how 2-nitrobenzonitrile 14 could be converted into quinazolinones 15 in the presence of various alcohols. This reaction employed a mercury pool cathode and a carbon anode in an undivided cell and is shown in Scheme 9.…”
Section: Nitrile Groups As An Amide Sourcementioning
confidence: 99%
See 1 more Smart Citation
“…Heterocyclic compounds, which have at least 2 different atom types in the ring, are the most prevalent form of organic substrate [1][2][3]. Triazole, likewise famed as pyrrodiazole, it is an example of a class of organic heterocyclic compounds that contain nitrogen.…”
Section: Introductionmentioning
confidence: 99%