Tetrahedron p. 1735 - 1746 (1996)
Update date:2022-08-05
Topics:
Tome, Augusto C.
Cavaleiro, Jose A.S.
Storr, Richard C.
The pyrimidine sulfones 10, R = Me; Nu = OMe, NEt2, SPh, H and 11, R = Ph; Nu = OMe were synthesised from the dihydrothienopyrimidones 7, R = Me, Ph by conversion to the chloro derivatives 8 followed by oxidation with mCPBA and reaction with the appropriate nucleophile or hydrogen and Pd. Heating of the sulfones in 1,2,4-trichlorobenzene gave the pyrimidine o-quinodimethanes which were intercepted in Diels-Alder reactions to give tetrahydroquinazolines.
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