Rearrangements of tetrahydroimidazo[1,5-b]isoxazole-2,3-dicarboxylates to pyrrolo[1,2-e]imidazol-6-ols, precursors of 2,5-dihydro-1H-pyrrole derivatives

Tetrahedron

Volumn 65, Issue 3, 2009, Pages 648-658

  Coşkun, Necdet ^a   Çetin, Meliha ^a  

^a ULUDAG UNIVERSITY   (Turkey)

Author keywords

4 Isoxazolines; Cyclic nitrones; Dipolar cycloaddition; Iminium salts; LFERs; NHCs; Pyrrole derivative; Rearrangement

Indexed keywords

1 (4 BROMOPHENYL) 4 PHENYL 2,5 DIHYDRO 1H IMIDAZOL 3 OXIDE; 1 (4 CHLOROPHENYL) 4 PHENYL 2,5 DIHYDRO 1H IMIDAZOL 3 OXIDE; 1 (4 METHOXYPHENYL) 4 PHENYL 2,5 DIHYDRO 1H IMIDAZOL 3 OXIDE; 1 4 DIPHENYL 2,5 DIHYDRO 1H IMIDAZOL 3 OXIDE; 2 (4 BROMOPHENYL) 3 METHOXY 7 (METHOXYCARBONYL) 5 OXO 7A PHENYL 2,3,5,7A TETRAHYDRO 1H PYRROLO[1,2 E]IMIDAZOL 6 OLATE; 2 (4 CHLOROPHENYL) 3 METHOXY 7 (METHOXYCARBONYL) 5 OXO 7A PHENYL 2,3,5,7A TETRAHYDRO 1H PYRROLO[1,2 E]IMIDAZOL 6 OLATE; 3 METHOXY 7 (METHOXYCARBONYL) 2 (4 METHOXYPHENYL) 5 OXO 7A PHENYL 2,3,5,7A TETRAHYDRO 1H PYRROLO[1,2 E]IMIDAZOL 6 OLATE; 3 METHOXY 7 (METHOXYCARBONYL) 5 OXO 2,7A DIPHENYL 2,3,5,7A TETRAHYDRO 1H PYRROLO[1,2 E]IMIDAZOL 6 OLATE; 3 METHOXY 7 (METHOXYCARBONYL) 5 OXO 7A PHENYL 2 4 TOLYL 2,3,5,7A TETRAHYDRO 1H PYRROLO[1,2 E]IMIDAZOL 6 OLATE; 4 PHENYL 1 4 TOLYL 2,5 DIHYDRO 1H IMIDAZOL 3 OXIDE; [1,3 BIS(4 CHLOROPHENYL)IMIDAZOLIDIN 4 YL](METHYL)METHANONE 1'D; [1,3 BIS(4 CHLOROPHENYL)IMIDAZOLIDIN 4 YL](METHYL)METHANONE 1'E; DIMETHYL 3A PHENYL 5 4 TOLYL 3A,4,5,6 TETRAHYDROIMIDAZO[1,5 B]ISOXAZOLE 2,3 DICARBOXYLATE; DIMETHYL 3A,5 DIPHENYL 3A,4,5,6 TETRAHYDROIMIDAZO[1,5 B]ISOXAZOLE 2,3 DICARBOXYLATE; DIMETHYL 5 (4 BROMOPHENYL) 3A PHENYL 3A,4,5,6 TETRAHYDROIMIDAZO[1,5 B]ISOXAZOLE 2,3 DICARBOXYLATE; DIMETHYL 5 (4 CHLOROPHENYL) 3A PHENYL 3A,4,5,6 TETRAHYDROIMIDAZO[1,5 B]ISOXAZOLE 2,3 DICARBOXYLATE; DIMETHYL 5 (4 METHOCYPHENYL) 3A PHENYL 3A,4,5,6 TETRAHYDROIMIDAZO[1,5 B]ISOXAZOLE 2,3 DICARBOXYLATE; METHYL 1 FORMYL 4 HYDROXY 2 [(4 METHOXYPHENYLAMINO)METHYL] 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 1 FORMYL 4 HYDROXY 5 OXO 2 PHENYL 2 [(PHENYLAMINO)METHYL] 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 2 [[N (4 BROMOPHENYL)LFORMAMIDO]METHYL] 4 HYRDOXY 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 2[(4 BROMOPHENYLAMINO)METHYL] 1 FORMYL 4 HYDROXY 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 2[(4 CHLOROPHENYLAMINO)METHYL] 1 FORMYL 4 HYDROXY 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 2[(4 TOLUIDINO)METHYL] 1 FORMYL 4 HYDROXY 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 4 HYDROXY 2 [[N (4 CHLOROPHENYL)LFORMAMIDO]METHYL] 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 4 HYDROXY 2 [[N (4 METHOXYPHENYL)LFORMAMIDO]METHYL] 5 OXO 2 PHENYL 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 4 HYDROXY 5 OXO 2 PHENYL 2 [(N PHENYLFORMAMIDO)METHYL] 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; METHYL 4 HYDROXY 5 OXO 2 PHENYL 2 [(N TOLYLFORMAMIDO)METHYL] 2,5 DIHYDRO 1H PYRROLE 3 CARBOXYLATE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CYCLOADDITION; DIASTEREOISOMER; HYDROLYSIS; INFRARED RADIATION; MICHAEL ADDITION; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; RING OPENING; SOLVENT EFFECT; STEREOCHEMISTRY; SUBSTITUTION REACTION; SYNTHESIS; TEMPERATURE SENSITIVITY;

EID: 57149142225     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.11.019     Document Type: Article

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