Work

Zinc‐Promoted Synthesis of β‐(Thio)uredo‐Sulfides from Isothiocyanates and Tertiary Amines

Year: 2025

Type: article

Abstract: Herein, we highlight the sequential Zn-promoted reactivity of isothiocyanates towards tertiary aliphatic amines with subsequent regioselective N-dealkylation, yielding respective thioureas. Under non-inert conditions Zn functions as a desulfurizing agent affording ZnS, while water acts as an oxygen source, facilitating the direct transformation of isothiocyanates into ureas. This strategy affords b-(thio)uredo-sulphides, important functionalities in synthetic and biological important functionalities. Through a comprehensive examination of the mechanism and substrate scope, we elucidate a non-radical pathway with Hofmann elimination as initial and desulfurization as final steps.

Source: Chemistry - An Asian Journal

DOI: 10.1002/asia.202500627

Authors: Pankaj Kumar, Jaswinder Kaur, Aman Bhalla

Institution: Panjab University

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Department of Science and Technology, Ministry of Science and Technology, India, Council of Scientific and Industrial Research, India

Awards: G2179276032, G3032402652