SYNTHESIS OF 2-(4-QUINAZOLINYL)ETHYL SULFIDES VIA ADDITION OF THIOLS TO 4-VINYLQUINAZOLINES

Citation
Jg. Samaritoni et Ge. Babbitt, SYNTHESIS OF 2-(4-QUINAZOLINYL)ETHYL SULFIDES VIA ADDITION OF THIOLS TO 4-VINYLQUINAZOLINES, Journal of heterocyclic chemistry, 34(4), 1997, pp. 1263-1266
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
34
Issue
4
Year of publication
1997
Pages
1263 - 1266
Database
ISI
SICI code
0022-152X(1997)34:4<1263:SO2SVA>2.0.ZU;2-#
Abstract
Reaction of vinyl and isopropenyl Grignard reagents with quinazoline r esults in addition to the 3,4-imine bond to give the 4-alkenyldihydroq uinazolines 4 which are conveniently aromatized with potassium ferricy anide to the 4-alkenylquinazolines 5. Quinazolines 5 undergo addition with thiols under neutral conditions to afford the quinazolinylethyl s ulfides 2 in moderate yields.