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Regio‐Selective C−H Halogenation of 8‐Amido‐Quinolines under Transition Metal Free Conditions
Author(s) -
Sen Chiranjit,
Sahoo Tapan,
Ghosh Subhash Chandra
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700380
Subject(s) - halogenation , regioselectivity , chemistry , potassium persulfate , persulfate , transition metal , substrate (aquarium) , halide , selectivity , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , oceanography , polymerization , geology , polymer
A transition metal free highly regioselective remote C−H halogenation has been developed. Oxidative halogenation (Cl, Br, I) of C5‐H of 8‐amido quinolone with inexpensive potassium persulfate as an oxidant and cheap halogenating agents like N‐halosuccinimide (NXS) or tetrabutylammonium halides (TBAX) were employed. Two reaction conditions were developed and in both routes have advantages such as C5‐selectivity, high to excellent yields (up to 98 %) and broad substrate scope. The reaction also carried out in water, open to air condition.