227082-35-1

Upstream product

• 688-73-3 tri-n-butyl-tin hydride 
• 352200-57-8 N-(5-methyl-1-phenyl-4-hexen-1-oxy)-4-(p-chlorophenyl)-thiazole-2(3H)-thione 
• 195213-59-3 4-(p-chlorophenyl)-N-(2-phenyl-4-penten-1-oxy)thiazole-2(3H)-thione 
• 352200-58-9 N-[2-(tert-butyl)-4-penten-1-oxy]-4-(p-chlorophenyl)thiazole-2(3H)-thione 
• 352200-59-0 N-[3-(tert-butyl)-4-penten-1-oxy]-4-(p-chlorophenyl)thiazole-2(3H)-thione 

Relevant academic research and scientific papers

Microwave-assisted generation of alkoxyl radicals and their use in additions, β-fragmentations, and remote functionalizations

Microwave irradiation (2.45 GHz, 300-500 W) of N-(alkoxy)thiazole-2(3H)- thiones in low-absorbing solvents affords alkoxyl radicals, which were identified by (i) spin adduct formation (EPR-spectroscopy) and (ii) fingerprint-type selectivities in intramolecular additions (stereoselective synthesis of disubstituted tetrahydrofurans), β-fragmentations (formation of carbonyl compounds), and C,H-activation of aliphatic subunits, by δ-selective hydrogen atom transfer. C-Radicals formed from oxygen-centered intermediates were trapped either by Bu3SnH, l-cysteine ethyl ester, the reduced form of glutathione (reductive trapping), or by bromine atom donor BrCCl3 (heteroatom functionalization) The results suggest that microwave activation is superior to UV/Vis-photolysis and conductive heating for alkoxyl radical generation from N-(alkoxy)thiazolethiones. It offers by far the shortest reaction times along with the option to reduce the amount of trapping reagent significantly. The Royal Society of Chemistry 2006.