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Metal-Free Solvent Promoted Oxidation of Benzylic Secondary Amines to Nitrones with H2O2

Publicated to:JOURNAL OF ORGANIC CHEMISTRY. 86 (19): 13817-13823 - 2021-10-01 86(19), DOI: 10.1021/acs.joc.1c01888

Authors: Granato, Alisson Silva; Amarante, Giovanni Wilson; Adrio, Javier

Affiliations

Federal University of Juiz de For a - Author
Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, Madrid 28049, Spain - Author
Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, Madrid 28049, Spain - Author
Univ Fed Juiz de Fora, Chem Dept, Sao Pedro, Brazil - Author
Universidad Autónoma de Madrid - Author
Universidad Autónoma de Madrid , Federal University of Juiz de For a - Author
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Abstract

An environmentally benign protocol for the generation of nitrones from benzylic secondary amines via catalyst-free oxidation of secondary amines using H2O2 in MeOH or CH3CN is described. This methodology provides a selective access to a variety of C-Aryl nitrones in yields of 60 to 93%. Several studies have been performed to shed light on the reaction mechanism and the role of the solvent.

Keywords

catalyzed oxidationcomplexescyclic nitronesfluorinated alcoholsn,n-disubstituted hydroxylaminesn-oxidesnucleophilic additionsselective oxidationtertiary-aminesUrea-hydrogen-peroxide

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal JOURNAL OF ORGANIC CHEMISTRY due to its progression and the good impact it has achieved in recent years, according to the agency WoS (JCR), it has become a reference in its field. In the year of publication of the work, 2021, it was in position 12/56, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Organic.

From a relative perspective, and based on the normalized impact indicator calculated from the Field Citation Ratio (FCR) of the Dimensions source, it yields a value of: 1.45, which indicates that, compared to works in the same discipline and in the same year of publication, it ranks as a work cited above average. (source consulted: Dimensions Jun 2025)

Specifically, and according to different indexing agencies, this work has accumulated citations as of 2025-06-13, the following number of citations:

  • WoS: 8
  • Scopus: 9
  • OpenCitations: 8

Impact and social visibility

From the perspective of influence or social adoption, and based on metrics associated with mentions and interactions provided by agencies specializing in calculating the so-called "Alternative or Social Metrics," we can highlight as of 2025-06-13:

  • The use of this contribution in bookmarks, code forks, additions to favorite lists for recurrent reading, as well as general views, indicates that someone is using the publication as a basis for their current work. This may be a notable indicator of future more formal and academic citations. This claim is supported by the result of the "Capture" indicator, which yields a total of: 20 (PlumX).

It is essential to present evidence supporting full alignment with institutional principles and guidelines on Open Science and the Conservation and Dissemination of Intellectual Heritage. A clear example of this is:

Leadership analysis of institutional authors

This work has been carried out with international collaboration, specifically with researchers from: Brazil.

There is a significant leadership presence as some of the institution’s authors appear as the first or last signer, detailed as follows: First Author (Granato ÁS) and Last Author (ADRIO SEVILLA, FRANCISCO JAVIER).