PYRIMIDINE ORTHO-QUINODIMETHANES

Authors
TOME AC CAVALEIRO JAS STORR RC
Citation
Ac. Tome et al., PYRIMIDINE ORTHO-QUINODIMETHANES, Tetrahedron, 52(5), 1996, pp. 1735-1746
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
5
Year of publication
1996
Pages
1735 - 1746
Database
ISI
SICI code
0040-4020(1996)52:5<1735:PO>2.0.ZU;2-1
Abstract
The pyrimidine sulfones 10, R = Me; Nu = OMe, NEt(2), 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 oxida tion with mCPBA and reaction with the appropriate nucleophile or hydro gen and Pd. Heating of the sulfones in 1,2,4-trichlorobenzene gave the pyrimidine o-quinodimethanes which were intercepted in Diels-Alder re actions to give tetrahydroquinazolines.