Regiospecific one-pot synthesis of pyrimido[4,5-d]pyrimidine derivatives in the solid state under microwave irradiations.
Electron rich 6-[(dimethylamino)methylene]amino uracil 1, undergoes [4+2] cycloaddition reactions with various in situ generated glyoxylate imine and imine oxides 6 to provide novel pyrimido[4,5-d]pyrimidine derivatives of biological significance, after elimination of dimethylamine from the (1:1) cycloadducts and oxidative aromatisation. This procedure provides a convenient method for the direct synthesis of pyrimido[4,5-d]pyrimidines in excellent yields when carried out in the solid state and under microwave irradiations.
Prajapati
Dipak
D
Department of Medicinal Chemistry, Regional Research Laboratory, Jorhat 785 006, Assam, India. dr_dprajapati@rediffmail.com
Gohain
Mukut
M
Thakur
Ashim J
AJ
D003500:Cyclization; D008872:Microwaves; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D011743:Pyrimidines