Diorganyl diselenides: a powerful tool for the construction of selenium containing scaffolds

Abstract

Organoselenium compounds find versatile applications in organic synthesis, materials synthesis, and ligand chemistry. Organoselenium heterocycles are widely studied agents with a diverse application in various biological processes. This review highlights...

Synthesis of novel alkynyl imidazopyridinyl selenides: copper-catalyzed tandem selenation of selenium with 2-arylimidazo[1,2-a]pyridines and terminal alkynes

“…Conversely, imidazopyridine 1f with an electron-withdrawing trifluoromethyl group did not yield the corresponding product 4fa, because the diselenide 2f could not be generated (Table 2, entry 12). The reaction not only proceeded for the 6-substituted 2-phenylimidazopyridines but also for 2-arylimidazopyridines 1g-m with a substituent on the phenyl group at the 2-position of the imidazopyridine ring, and the coupling products 4ga-ma were obtained in 51-72% yields (Table 2, entries [13][14][15][16][17][18][19].…”

“…The Se-C bond-formation reaction using transition metals such as Pd, Ru, Ni, Fe, and Cu as catalysts is one of the most powerful synthetic tools for preparing organoselenium compounds [16][17][18]. Diselenides (RSeSeR) and selanyl halides (RSeX) have been widely used as Se sources in these reactions.…”

Transition metal catalysed direct sulfanylation of unreactive C–H bonds: an overview of the last two decades

“…Direct sulfanylation employing transitions metals (Scheme 1a and b) 6 also overcomes the practical and safety drawbacks of conventional methods, in particular, the use of strong bases or even the use of unstable electrophilic organosulfur reagents (Scheme 1c and d). 7 These approaches can also overcome the limited innate regioselectivity of electron-rich arenes and heteroarenes through electrophilic aromatic substitutions with several sulfanylating agents (Scheme 1e) or the requirement for an acidic α-C–H (Scheme 1f).…”

Iodine pentoxide-mediated oxidative selenation and seleno/thiocyanation of electron-rich arenes

“…4 Analogously, organoselenium compounds are well known for their distinct biological properties, such as antioxidant, antitumor, antimicrobial, and antiviral activities. 5 These compounds also play an important role in organic synthesis as useful intermediates, 6 ligands 7 and catalysts. 8…”