245-55-6Relevant articles and documents
Pseudocyclic bis-N-heterocycle-stabilized iodanes - synthesis, characterization and applications
Boelke, Andreas,Lork, Enno,Nachtsheim, Boris J.,Sadat, Soleicha
, p. 7434 - 7437 (2021/08/03)
Bis-N-heterocycle-stabilized λ3-iodanes (BNHIs) based on azoles are introduced as novel structural motifs in hypervalent iodine chemistry. A performance test in a variety of benchmark reactions including sulfoxidations and phenol dearomatizations revealed a bis-N-bound pyrazole substituted BNHI as the most reactive derivative. Its solid-state structure was characterizedviaX-ray analysis implying strong intramolecular interactions between the pyrazole nitrogen atoms and the hypervalent iodine centre.
Regioselectivity in the Reaction of 2-Aminobenzothiazoles and 2-Aminobenzimidazoles with Enaminonitriles and Enaminones: Synthesis of Functionally Substituted Pyrimido[2,1-b][1,3]benzothiazole and Pyrimido[1,2-a]benzimidazole Derivatives
Alnajjar, Abdulaziz,Abdelkhalik, Mervat Mohammed,Riad, Hossam Mohammed,Sayed, Samia Mohammed,Sadek, Kamal Usef
, p. 2760 - 2765 (2018/11/10)
A variety of new polyfunctionally substituted benzo[d]pyrimido[2,1-b][1,3]thiazole and benzo[4,5]imidazo[1,2-a]pyrimidine derivatives have been synthesized. The general synthetic procedure used for this purpose involves the condensation of 2-aminobenzothiazole and 2-aminobenzimidazole with a variety of enaminonitriles, enaminones, and acrylaldehyde. The regioselectivity for initial attack of either endocyclic ring nitrogen or exocyclic amino group was studied and rationalized for. It has been concluded that ring nitrogen is the most reactive cite in acidic medium, and cyclic intermediate can also be isolated, attesting to this conclusion upon cyclization. However, in basic or neutral medium, the exocyclic amino group was found to be the most reactive center. All structures of the newly synthesized compounds were elucidated by elemental analysis, spectral data, and alternative synthetic route whenever possible.
Hypervalent iodine(III) promoted direct synthesis of imidazo[1,2-a] pyrimidines
Qian, Guangyin,Liu, Bingxin,Tan, Qitao,Zhang, Siwen,Xu, Bin
, p. 4837 - 4843 (2014/08/05)
An efficient and mild synthesis of imidazo[1,2-a]pyrimidine derivatives has been developed from readily available pyrimidyl arylamines or enamines through a hypervalent iodine-promoted intramolecular C-H bond cycloamination reaction. This protocol allows for the facile construction of biologically active bicyclic imidazo[1,2-a]pyrimidine skeletons as well as other imidazo[1,2-a]-type fused heterocycles.