Reaction of 2-bromomethylazoles and TosMIC: A domino process to azolopyrimidines. Synthesis of core tricycle of the variolins alkaloids.
A new reaction of N-protected 2-bromomethylazoles and tosylmethyl isocyanide (TosMIC) leading to the preparation of azolopyrimidines is described. This domino sequence was used to synthesize the pyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine core of alkaloids variolins from 4-methoxy-2-methylpyrrolo[2,3-b]pyrimidine in two steps.
Mendiola
J
J
Departamento de Química Orgánica, Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain.
Minguez
J M
JM
Alvarez-Builla
J
J
Vaquero
J J
JJ
D000470:Alkaloids / Q000737:chemistry*; D001393:Azoles / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis*; D014105:Tosyl Compounds / Q000737:chemistry*
D000470:Alkaloids; D001393:Azoles; D011743:Pyrimidines; D014105:Tosyl Compounds