Ionic liquid phase organic synthesis (IoLiPOS) methodology applied to the preparation of new 3,4-dihydropyrimidine-2(1H)-ones bearing bioisostere group in N-3 position

Tetrahedron

Volumn 64, Issue 22, 2008, Pages 5328-5335

  Legeay, Jean Christophe ^a   Vanden Eynde, Jean Jacques ^b   Bazureau, Jean Pierre ^a  

^a UNIVERSITÉ DE RENNES 1   (France)

^b UNIVERSITY OF MONS   (Belgium)

Author keywords

3,4 Dihydropyrimidine 2(1H) one; Biginelli; Bioisostere; Hantzsch; Ionic liquid phase; Tetrazole; Thiazole

Indexed keywords

1 [2 (ACETOACETYLOXY) ETHYL] 3 METHYL IMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [3 (2 AMINO 2 THIOXOETHYL) 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 BROMOPHENYL) 1,6 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 BROMOPHENYL) 1,6 DIMETHYL 2 OXO 3 (2H TETRAZOL 5 YLMETHYL) 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 BROMOPHENYL) 3 (CYANOMETHYL) 1,6 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 2 OXO 3 (2H TETRAZOL 5 YLMETHYL) 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 (4 CHLOROPHENYL) 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 (4 METHOXYPHENYL) 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOILUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 METHYL 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 PHENYL 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYL]ETHYL] 3 METHYLIMIDAZOILUM HEXAFLUOROPHOSPHATE; 1 [2 [4 (4 CHLOROPHENYL) 3 (CYANOMETHYL) 1,6 DIMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 YLCARBONYLOXY]ETHYL] 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; METHYL 4 (4 BROMOPHENYL) 1,6 DIMETHYL 2 OXO 3 (2H TETRAZOL 5 YLMETHYL) 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; METHYL 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 2 OXO 3 (2H TETRAZOL 5 YLMETHYL) 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; METHYL 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 (4 CHLOROPHENYL) 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDIN 5 CARBOXYLATE; METHYL 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 (4 METHOXYPHENYL) 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; METHYL 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 METHYL 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; METHYL 4 (4 CHLOROPHENYL) 1,6 DIMETHYL 3 [(4 PHENYL 1,3 THIAZOL 2 YL)METHYL] 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; PYRIMIDINE DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; METHODOLOGY; PRIORITY JOURNAL; SYNTHESIS;

EID: 42749090707     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.03.021     Document Type: Article

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