{rfName}
5-

License and Use

Icono OpenAccess

Altmetrics

Analysis of institutional authors

Alcazar, VictoriaCorresponding Author

Share

August 21, 2025
Publications
>
Article

5-Bromo-8-Nitro-1-Naphthoic Acid as Protective Group for Alcohols Under Mitsunobu Conditions

Publicated to: European Journal Of Organic Chemistry. 28 (34): - 2025-09-23 28(34), DOI: 10.1002/ejoc.202500574

Authors:

Sánchez-Santos, E; del Teso, IB; Garrido-González, JJ; Morán, JR; de Arriba, ALF; Alcázar, V
[+]

Affiliations

Univ Politecn Madrid, Escuela Tecn Super Ingn Ind, Dept Ingn Quim Ind & Medio Ambiente, C Jose Gutierrez Abascal 2, Madrid 28006, Spain - Author
Univ Salamanca, Fac Ciencias Quim, Dept Quim Organ, Plaza Caidos S-N, Salamanca 37008, Spain - Author

Abstract

The use of the readily available 5-bromo-8-nitro-1-naphthoic acid (NNapOH) as a protective group for primary and secondary alcohols is described. Protection is carried out under Mitsunobu conditions, and the protective group can be readily removed under mild reducing conditions, due to the significant steric strain between C-1 and C-8 naphthalene substituents. The reaction has been tested with different hydroxy substrates, including monoalcohols, 1,2-diols, and the anticancer ribonucleoside 5-fluorouridine. Interestingly, in the case of linear 1,2-diols, protection occurs preferentially at the secondary alcohol. In addition, orthogonal protection is obtained with N-Boc hydroxy amino acid derivatives.
[+]

Keywords

AcylationAlcoholsEsterification reactionInvolvementMechanisMitsunobuProtecting groupsReactivitySelectivitSelectivity

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal European 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, 2025, it was in position 16/57, thus managing to position itself as a Q2 (Segundo Cuartil), in the category Chemistry, Organic. Notably, the journal is positioned en el Cuartil Q2 para la agencia Scopus (SJR) en la categoría Organic Chemistry.

[+]

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 2026-02-09:

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: 1.
  • The number of mentions on the social network X (formerly Twitter): 1 (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:

  • The work has been submitted to a journal whose editorial policy allows open Open Access publication.
[+]

Leadership analysis of institutional authors

There is a significant leadership presence as some of the institution’s authors appear as the first or last signer, detailed as follows: Last Author (ALCAZAR MONTERO, MARIA VICTORIA).

the author responsible for correspondence tasks has been ALCAZAR MONTERO, MARIA VICTORIA.

[+]

Awards linked to the item

This work was supported by MICINN PID2022-140599OB-I00, MICINN PID2020-118732RAI00 and CNS2022-135656. E.S.-S. and I.B.T. gratefully acknowledge Ministerio de Educacion for a FPU predoctoral fellowship. The authors thank Dr. Anna M. Lithgow (Nuclear Magnetic Resonance Service, NUCLEUS, University of Salamanca) for the Nuclear Magnetic Resonance spectra done in the Bruker Avance NEO 400 MHz, and Dr. Cesar Raposo (Mass Spectrometry Service, NUCLEUS, University of Salamanca).
[+]