Hydrolysis of the Quinone Methide of Butylated Hydroxytoluene in Aqueous Solutions

Iodine‐Promoted Semmler–Wolff Reactions: Step‐Economic Access to meta‐Substituted Primary Anilines via Aromatization

“…The trap of a radical by TEMPO will lead to the quench of radicals (Scheme a) . However, the reaction of BHT with a radical will form BHT radical that is able to abstract a hydrogen atom from a certain radical (via radical disproportionation) or molecule (via radical relay), as shown in Scheme b . Therefore, our observations are preliminarily in agreement with a radical mechanism (Scheme c).…”

“…In path a , the abstract of one hydrogen atom on C by a radical (e.g., iodine radical) leads to imine D that tautomerizes to the final product E . Such path is similar to the disproportionation of free radicals in Scheme b . In path b , the α‐iodination of radical C by iodine radical or other iodine species causes iodo imine C1 , which subsequently generates imine D via the elimination of HI.…”

Unexpected cleavage of C–S bond in the hydrazination of 2-((3,5-di- tert -butyl-4-hydroxybenzyl)thio) nicotinate: synthesis and mechanistic studies by kinetic and computational approaches

“…25 Exposure of the quinine methide to a suitable nucleophile, produces nucleophilic addition products. 26 Based on these facts we proposed our mechanism that leads to the C-S bond cleavage followed by formation of 5a and 5b (Scheme 3). Scheme 3.…”

Ratiometric electrochemical detection of β-galactosidase

“…This was confirmed to be 4-hydroxybenzyl alcohol 10, formed when quinone methide 8, produced as a by-product from the result of self-immolation, reacts with water or hydroxide (Scheme 3). 21 Despite being produced in an equimolar concentration as ferrocenylamine 3, the peak obtained was still significantly smaller than the ferrocene peaks showing the clear benefit of using the organometallic redox label compared with other commonly used organic ones.…”