Organoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesStructural and Chemical Analysis of Organic and Inorganic Compounds

M. Helal, Rasha Jame, M. Gouda

2026.2.19JOURNAL OF HETEROCYCLIC CHEMISTRY

DOI: 10.1002/jhet.70177

Abstract

A five‐membered ring incorporating two nitrogen atoms, one selenium atom, and two carbon atoms yields four distinct structural isomers: 1,2,3‐selenadiazole, 1,2,4‐selenadiazole, 1,2,5‐selenadiazole, and 1,3,4‐selenadiazole. The chemistry of selenadiazoles remains a vibrant research field due to their promising biological activities and intriguing reactivity. Synthesis of 1,2,4‐selenadiazole and its analogs can be achieved via several routes, including: (i) oxidative dimerization of primary selenoamides using reagents such as iodine, NBS, PhI(OAc) 2 , t ‐butyl nitrite, Oxone, palladium(II) salts, or α‐bromo ketones; (ii) in situ selenoamidation of aryl nitriles followed by oxidative dimerization; (iii) selenoamidation of isocyanides and subsequent cyclization with hydroxyimidamides or imidamides; (iv) 1,3‐dipolar cycloaddition of 1,2‐di(pyridin‐2‐yl)diselane with nitriles or isocyanates; (v) four‐component coupling of isocyanides with 4‐substituted‐1,2‐phenylenediamines.

Citation format

HELAL, M.; JAME, Rasha; GOUDA, M. Recent advances in the chemistry of 1,2,4‐selenadiazole and their analogues. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2026, 63(5): 863–876.