Application of Bertagnini's Salts in a Mechanochemical Approach Toward Aza‐Heterocycles and Reductive Aminations via Imine Formation

Author:

Behera Sourav1ORCID,Kanti Bera Shyamal1ORCID,Basoccu Francesco1,Cuccu Federico1,Caboni Pietro1,De Luca Lidia2,Porcheddu Andrea1ORCID

Affiliation:

1. Università degli Studi di Cagliari Dipartimento di Scienze Chimiche e Geologiche Cittadella Universitaria 09042 Cagliari Italy

2. Università degli Studi di Sassari Dipartimento di Scienze Chimiche, Fisiche, Matematiche e Naturali via Vienna 2 07100 Sassari Italy

Abstract

AbstractOur research has demonstrated that mechanochemical activation is more effective with solid reagents. We have showcased the practicality of Bertagnini's salts, also called aldehyde‐bisulfite adducts, which are crystalline, simplifying preparation and storage. These salts are stable substitutes for liquid aldehydes and ketones that have been employed in reductive amination, synthesizing aza‐heterocycles and hydrazones within mechanochemistry. The technique‘s effectiveness broadens the substrate scopes, simplifies purification, reduces reaction times, and yields the desired products ranging from 38–91%. Additionally, the thermal stability of the bisulfite adducts has been confirmed through TGA (Thermogravimetric analysis) analysis.

Funder

Università degli Studi di Cagliari

Publisher

Wiley

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