Metal-free synthesis of N-fused heterocyclic iodides via C-H functionalization mediated by tert-butylhydroperoxide

Chemical Communications : Chem Comm
Krishna K SharmaRahul Jain

Abstract

Direct, regioselective and metal-free synthesis of fused N-heterocyclic iodides is reported. This regioselective C-H functionalization is mediated by tert-butylhydroperoxide (TBHP), via dual activation of molecular iodine and a heterocyclic substrate, resulting in the in situ generation of electrophilic iodine species (I(+)), and free radical(s) (t)BuO˙ or (t)BuOO˙, driving the iodination reaction.

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Citations

Oct 23, 2015·Chemical Communications : Chem Comm·Uttam DuttaDebabrata Maiti
Oct 8, 2016·Organic & Biomolecular Chemistry·Krishna K SharmaRahul Jain
Oct 21, 2020·Nature Communications·Daeun KimSoon Hyeok Hong
May 2, 2019·The Journal of Organic Chemistry·Imran KaziGovindasamy Sekar
Oct 9, 2021·Chemical Reviews·Kelvin Pak Shing CheungVladimir Gevorgyan

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