Heteroatom Chemistry p. 576 - 580 (2003)
Update date:2022-08-04
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4-Allylthio-2-arylquinazolines 4a-c undergo cyclization by action of bromine to furnish 5-aryl-3-bromomethyl-2,3-dihydrothiazolo[3,2-c]quinazolin-4-ium bromides 5a-c. Compounds 5a-c undergo ring opening by action of water under acid catalysis to afford the corresponding dibromide derivatives 6a-c. Bromination of 3-allyl-2-aryl-4(3H)quinazolinethiones 7a-c leads to 5-aryl-2-bromomethyl-2,3-dihydrothiazolo[3,2-c]quinazolin-4-ium bromides 8a-c. However, anhydro-3-hydroxy-5-aryl-1,3-thiazolo[3,2-c]quinazolin-4-ium hydroxide 10a-c were prepared by the cyclodehydration of the corresponding thioglycolic acids 9a-c with Ac2O.
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(2003)
