Click synthesis via 1,3-dipolar addition- A versatile route to tetrazine derivatives and In silico corroboration as anti-muscular dystrophy agent

Abstract

Click chemistry, celebrated for its efficiency and selectivity, has emerged as a powerful tool for the rapid synthesis of tetrazines. This study introduces a novel approach to accessing tetrazines from symmetrical azines and sodium azide, facilitating the streamlined construction of these versatile compounds. Renowned for their exceptional stability and reactivity, tetrazines are highly coveted in diverse fields including materials science, medicinal chemistry, and imaging. The newly synthesized tetrazine derivatives were rigorously characterized using a suite of spectroscopic techniques, including IR, ¹H and ¹³C NMR, 2D NMR, and mass spectrometry. To assess their reactivity and stability, the energy gap (ΔE) was computed using density functional theory. Furthermore, in silico molecular docking studies were performed against the muscular dystrophy protein 2VD5 to explore its potential biological activity. This innovative synthetic strategy provides a robust platform for the expeditious development of a diverse array of tetrazine-based compounds with promising applications across various scientific domains.