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Analysis of institutional authors

Perez-Temprano, Monica HAuthor

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November 21, 2022
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Metal-Free Multicomponent Strategy for Amidine Synthesis

Publicated to: Journal Of The American Chemical Society. 144 (45): 20672-20679 - 2022-11-16 144(45), DOI: 10.1021/jacs.2c07918

Authors:

Alassad, Z; AboRaed, A; Mizrachi, MS; Pérez-Temprano, MH; Milo, A
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Affiliations

Barcelona Inst Sci & Technol BIST, Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain - Author
Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel - Author

Abstract

Amidines are a ubiquitous class of bioactive compounds found in a wide variety of natural products; thus, efficient strategies for their preparation are in great demand. Specifically, their common structural core decorated with three substituents sets amidines as perfect candidates for multi-component synthesis. Herein, we present a highly modular metal-free multicomponent strategy for the synthesis of sulfonyl amidines. This work was focused on selecting readily accessible reagents to facilitate the in situ formation of enamines by the addition of amines to ketones. These components were coupled with azides to provide a broad reaction scope with respect to all three coupling partners. Aromatic and aliphatic amines and ketones were tolerated under our reaction conditions. Likewise, the presence of a methyl group on the ketone was critical to reactivity, which was leveraged for the design of a highly regioselective reaction with aliphatic ketones. A biologically active compound was successfully synthesized in one step, demonstrating the practical utility of our methodology. Finally, the postulated mechanism was investigated and supported both experimentally and by means of a multivariate statistical model.
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Keywords

AccessAzideCatalyzed synthesisImine-enamine tautomerismIsonitrileMechanismOne-pot synthesisRearrangementSulfonyl amidines

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 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, 2022, it was in position 17/178, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Multidisciplinary. Notably, the journal is positioned above the 90th percentile.

From a relative perspective, and based on the normalized impact indicator calculated from World Citations provided by WoS (ESI, Clarivate), it yields a value for the citation normalization relative to the expected citation rate of: 1.21. This 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: ESI Nov 13, 2025)

Specifically, and according to different indexing agencies, this work has accumulated citations as of 2026-03-15, the following number of citations:

  • WoS: 18
  • Google Scholar: 1
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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 2026-03-15:

  • The use, from an academic perspective evidenced by the Altmetric agency indicator referring to aggregations made by the personal bibliographic manager Mendeley, gives us a total of: 40.
  • 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: 40 (PlumX).

With a more dissemination-oriented intent and targeting more general audiences, we can observe other more global scores such as:

  • The Total Score from Altmetric: 21.
  • The number of mentions on the social network X (formerly Twitter): 32 (Altmetric).

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:

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Leadership analysis of institutional authors

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

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Awards linked to the item

This research was supported by the Israel Science Foundation (Grant No. 2252/21) and by the Ministerio de Ciencia e Innovacion/Agencia Estatal de Investigacion (MICINN/AEI/Severo Ochoa Excellence Accreditation 2023 - CEX2019-000925-S; grant no. PID-2020-112733GB-I00).
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