Iodine catalyzed one-pot multicomponent synthesis of a library of compounds containing tetrazolo[1,5-a]pyrimidine core.
Versatile and novel reactions of 5-aminotetrazole with structurally diverse aryl aldehydes and building blocks with active methylene catalyzed by iodine were investigated in a multicomponent one-pot protocol. A series of 5,7-diaryl-4,7-dihydrotetrazolo[1,5-a]pyrimidines C and 5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates D were obtained in moderate to good yields. Further exploration rapidly afforded various E in good to excellent yields; in addition, compound F was also obtained under the same condition. The structures of products were characterized by LC-MS, (1)H NMR, (13)C NMR, and elemental analysis.
Zeng
Li-Yan
LY
Chemical Engineering College, Nanjing University of Science & Technology, Nanjing, China.
Cai
Chun
C
D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002853:Chromatography, Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D007455:Iodine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D013777:Tetrazoles / Q000138:chemical synthesis / Q000737:chemistry*
D002264:Carboxylic Acids; D011743:Pyrimidines; D013777:Tetrazoles; D007455:Iodine