Synthesis of novel pyrazole-based heterocycles via a copper(II)-catalysed domino annulation.
Pyrazole-based β-aminonitriles and β-amino-carbaldehydes as bifunctional building blocks are introduced in a facile copper(II)-catalysed one-pot domino generation of multiple N-containing heterobi- and tricycles. This streamlined synthetic approach permits easy access to novel pyrazole-fused imidazo- and pyrimido[1,2-c]pyrimidinones and to pyrazolo[3,4-d]pyrimidinone species with isolated yields up to 90%. The present study also reveals a unique amine-isocyanate coupling promotion via copper(II)-based catalytic activation.
Avidin Ltd, Alsó Kikötő sor 11, Szeged, H-6726, Hungary.
Márió
M
Gyuris
László G
LG
Puskás
Gábor K
GK
Tóth
Iván
I
Kanizsai
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D011720:Pyrazoles / Q000737:chemistry*
D006571:Heterocyclic Compounds; D011720:Pyrazoles; C031280:pyrazole; D003300:Copper