Imidazole-2,4 -dione, 3-phenyl

Imidazole-4,5-dicarboxylic acids, coupling, 5, 403 decarboxylation, 5, 434 1-substituted synthesis, 5, 468 synthesis, 5, 362, 402, 484 Imidazole-4,5-dione, l-alkyl-2-phenyl-synthesis, 5, 129, 479 Imidazole-2,4-diones tautomerism, 5, 370 Imidazole-4,5-diones tautomerism, 5, 370 Imidazole-2,4-dithione, 5,5-diphenyl-tautomerism, 5, 370 Imidazole-2,4-dithiones tautomerism, 5, 370 Imidazolepropanol synthesis, 5, 486 Imidazoles accelerators epoxy resins, 1, 407... 

Sequential condensations with 2-bromo-2-bromomethylcyclopropane-l-carboxylate and an imidazole derivative, and then guanidine gave the novel ring-expanded 108 with a 6H-imidazo[4,5-e][l,3]diazepine-4,8-dione skeleton <00JHC951>. Another 6-amino-2-phenyl derivative of this ring system has also been reported . 

New examples involve the reaction of 5-vinyl-17/-imidazole 293 with 4-phenyl-l,2,4-triazoline-3,5-dione 294. In this way, the imidazo[4,5-i ]pyridazine skeleton was smoothly constructed (Equation 72) <1998TL4561>. Another example using in situ formed 294 can be found in Section 8.01.6.5. 

Reaction of a sulfonamide-protected 5-vinylimidazole 516 with 4-phenyl-l,2,4-triazoline-3,5-dione 517 in methanol gave the Diels-Alder adduct 518 in 85% yield, subequent aromatization to form the imidazole ring in 519 was achieved quantitatively by DBU treatment (Scheme 118) <1998TL4561, 20010L1319>. 

ATyl-4-phenyl-5-trifluoromethyl- and 4-phenyl-2,5-bis(tri luoromethyl)-imidazole have been synthesized via c clocondensation of l-phenyl-3,3,3-trifluoro-jM opane-l,2-dione with aldehydes (see Scheme 48). ... 

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