Synthesis of New 4-(4-(4-Methoxyphenyl)-5-(2-phenylquinazolin-4-yl)-1,3-Thiazol-2-yl)morpholine and N4-(5-(4-Methoxyphenyl)-1,3-oxathiol-2-yliden)-(2-phenylquinazolin-4-yl)-amine
Authors | |
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Year of publication | 2002 |
Type | Article in Periodical |
Magazine / Source | Heterocyclic Communications |
MU Faculty or unit | |
Citation | |
Field | Organic chemistry |
Keywords | quinazolines; 1;3-oxathioles; 1;3-thiazoles; domino-reaction; cyclization; retro-cyclization |
Description | The reaction of N3,N3-(3-oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea with 4-methoxyphenacyl bromide afforded either the kinetically controlled reversible reaction product N4-[5-(4-methoxyphenyl)-1,3-oxathiol-2-yliden]-(2-phenylquinazolin-4-yl)-amine or the thermo-dynamically controlled reaction product 4-[4-(4-methoxyphenyl)-5-(2-phenylquinazolin-4-yl) -4,5-dihydro-1,3-thiazol-2-yl]morpholine via domino-reaction by two different reaction pathways. |
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