TY - JOUR AU - Indukuri, Divakar Reddy; Potuganti, Gal Reddy; Alla, Manjula TI - Hypervalent Iodine Mediated Efficient Solvent-Free Regioselective Halogenation and Thiocyanation of Fused N-Heterocycles SN - 0936-5214 SN - 1437-2096 PY - 2019 JO - Synlett JF - Synlett LA - EN VL - 30 IS - 13 SP - 1573 EP - 1579 ET - 2019/06/12 DA - 2019/07/30 KW - solvent free KW - grinding KW - regioselective substitution KW - in situ bromination KW - atom economy AB - A facile, rapid, metal-free regioselective halogenation and thiocyanation of imidazo[1,2-a]pyridine/pyrimidine heterocycles has been achieved under solvent-free reaction conditions. Halogenations and thiocyanation of the heterocycles could be accomplished by simple grinding of reactants and hypervalent iodine reagents with the corresponding alkali metal or ammonium salts. The method has been extrapolated to a cleaner synthesis of brominated imidazo[1,2-a]pyridine/pyrimidine derivatives, starting from the corresponding heterocyclic amines and substituted α-bromoketones, utilising HBr generated in situ as the source of bromine. PB - © Georg Thieme Verlag DO - 10.1055/s-0037-1611856 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0037-1611856 ER -