The process utilizes 2-bromoethanol and hydrogen peroxide to produce spirooxindoles, highlighting a novel radical pathway.
Oxidative rearrangement of indoles into a series of spirooxindoles has been accomplished by using an exclusive reagent system containing 2-bromoethanol and hydrogen peroxide. This alternative metal-free approach features utilization of HOBr, generated in situ from the reaction of 2-bromoethanol and hydrogen peroxide via a radical pathway, as an electrophilic species to enable the spirolization to occur.
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Xiao et al. (2025) studied this question.
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