Work

Metal‐Free HFIP‐Promoted Synthesis of Benzhydryl Derivatives from Stilbenes as Masked Electrophiles under Oxidative Conditions

Year: 2025

Type: article

Abstract: Benzhydryl derivatives are synthesized by a new strategy involving the use of stilbenes as an electrophilic reaction partner through umpolung reactivity in a nucleophilic substitution reaction. The transformation, which requires oxidative treatment with meta‐chloroperoxybenzoic acid and the presence of 1,1,1,3,3,3‐hexafluoroisopropanol (HFIP) as an essential solvent and reaction promoter, occurs through multiple consecutive steps. Under these conditions, different benzhydryl derivatives are synthesized by coupling stilbenes with a variety of nitrogenated, oxygenated, and sulfur‐ and carbon‐based nucleophiles.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202500547

Authors: Francisco J. Sierra‐Molero, Alejandro Baeza, Diego A. Alonso, Hernan Rico‐Trilles

Institution: University of Alicante

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Universidad de Alicante, Ministerio de Ciencia, Innovación y Universidades, Ministerio de Ciencia e Innovación