1994
DOI: 10.1016/s0040-4039(00)78438-3
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Synthesis and use of new fluorogenic precipitating substrates

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Cited by 60 publications
(28 citation statements)
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“…The potentially tautomeric quinazolin-4(3H)-one moiety itself is readily accessible via dehydrogenation of the corresponding 2,3-dihydroquinazolin-4(1H)-one precursors using oxidants such as KMnO 4 [10], CuCl 2 [11], DDQ [12] and MnO 2 [13] in stoichiometric or large access. The 2-substituted quinazolin-4(3H)-ones have also been synthesized directly from anthranilamide and aldehydes using NaHSO 3 [14], DDQ [15], CuCl 2 (3 equiv.) [16], FeCl 3 .6H 2 O [17] or I 2 [18].…”
Section: Synthesis Of the 2-aryl-68-dibromoquinazolin-4(3h)-onesmentioning
confidence: 99%
“…The potentially tautomeric quinazolin-4(3H)-one moiety itself is readily accessible via dehydrogenation of the corresponding 2,3-dihydroquinazolin-4(1H)-one precursors using oxidants such as KMnO 4 [10], CuCl 2 [11], DDQ [12] and MnO 2 [13] in stoichiometric or large access. The 2-substituted quinazolin-4(3H)-ones have also been synthesized directly from anthranilamide and aldehydes using NaHSO 3 [14], DDQ [15], CuCl 2 (3 equiv.) [16], FeCl 3 .6H 2 O [17] or I 2 [18].…”
Section: Synthesis Of the 2-aryl-68-dibromoquinazolin-4(3h)-onesmentioning
confidence: 99%
“…These compounds can also act as substrates for the ubiquitous glutathione S-transferase system, which conjugates them in vivo to the tripeptide glutathione (GSH). Finally, several new substrates prepared from the 2'-hydroxyphenyl-4-(3H)quinoxazolinones ("ELF") precipitating fluorophores have also shown utility in labeling for [3-galactosidase in vivo (Naleway et al, 1994). Since the product of these substrates is difficult to quantitate, their use has been limited to qualitative analyses at present.…”
Section: J3-galactosidasementioning
confidence: 99%
“…Other synthetic methods includes treatment of phosphoranes with NaH/CH 3 CN 20 , pyrolysis of Schiff bases derived from 3-amino-1,2,3-triazineone in paraffin oil at 300 0 C 21 . The most general method for synthesis of these compounds involves cyclocondensation of anthranilamides with aldehydes in the presence of various promoting agents, such as p-toluenesulfonic acid/DDQ 22 , I 2 /KI in water 23 , CuCl 2 in ethanol 24 , DDQ/DMF 25 , Sc(oTf) 3 26 , NaHSO 3 27 , SnCl 4 In continuation of our interest in finding environmentally benign method for the synthesis of various heterocyclic compounds [37][38][39][40][41][42] , here in we want to report for first time, a new and efficient synthesis of 4(3H)-quinazolinones in the presence ofZn[(L)-proline] 2 as a lewis acid catalyst under solvent-free conditions (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%