Chemistry of Heterocyclic Compounds p. 316 - 321 (1991)
Update date:2022-08-03
Topics:
Kisel', V. M.
Kovtunenko, V. A.
Turov, A. V.
Tyltin, A. K.
Babichev, F. S.
Protonation and methylation of 5-oxo-7,12-dihydro-5H-isoquino<2,3-a>quinazoline occur at the N(6) atom, while methylation of 5-oxo- and 6-methyl-5-oxo-6,6a,7,12-tetrahydro-5H-isoquino<2,3-a>quinazolines takes place at the N(13) atom; the degree of stereoselectivity varies depending on the presence of a substituent attached to N(13).Based on PMR spectral analysis utilizing the nuclear Overhauser effect, we have established the structure and studied the conformational behavior of the tosylate derivatives of cis-13-methyl-, trans-13-methyl-, and cis-6,13-dimethyl-5-oxo-6,6a,7,12-tetrahydro-5H-isoquino<2,3-a>quinazolinium ions.
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Doi:10.1016/S0040-4039(00)79371-3
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