Metal-free synthesis of N-fused heterocyclic iodides via C-H functionalization mediated by tert-butylhydroperoxide.
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.
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, S. A. S. Nagar, Punjab 160 062, India. rahuljain@niper.ac.in.
Krishna K
KK
Sharma
Dhananjay I
DI
Patel
Rahul
R
Jain
D054879:Halogenation; D007455:Iodine / Q000737:chemistry*; D008956:Models, Chemical; D011804:Quinolines / Q000138:chemical synthesis*; D020122:tert-Butylhydroperoxide / Q000737:chemistry*
D011804:Quinolines; D020122:tert-Butylhydroperoxide; D007455:Iodine