SYNTHESIS OF 2-(SUBSTITUTED METHYL)-3,4-DISUBSTITUTED PYRROLES AND THEIR CONVERSION INTO THE CORRESPONDING PORPHYRINS

被引:10
作者
KINOSHITA, H [1 ]
TANAKA, S [1 ]
NISHIMORI, N [1 ]
DEJIMA, H [1 ]
INOMATA, K [1 ]
机构
[1] KANAZAWA UNIV, FAC SCI, DEPT CHEM, MARUNOUCHI 1-1, KANAZAWA, ISHIKAWA 920, JAPAN
关键词
D O I
10.1246/bcsj.65.2660
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Hydroxymethyl-1-methylsulfonyl-3,4-disubstituted pyrroles and 2-hydroxymethyl-3,4-disubstituted pyrroles were effectively converted into the corresponding 2-(substituted methyl)pyrrole derivatives by the reaction with various nucleophiles in the presence of base. These products were further transformed to the corresponding porphyrins regioselectively under almost neutral or basic conditions.
引用
收藏
页码:2660 / 2667
页数:8
相关论文
共 9 条
[1]  
BARTON DHR, 1990, TETRAHEDRON, V46, P7587
[2]   REACTIONS ON SOLID SUPPORTS .2. A CONVENIENT METHOD FOR SYNTHESIS OF PYRROMETHANES USING A MONTMORILLONITE CLAY AS CATALYST [J].
JACKSON, AH ;
PANDEY, RK ;
RAO, KRN ;
ROBERTS, E .
TETRAHEDRON LETTERS, 1985, 26 (06) :793-796
[3]   NEW APPLICATION OF SOLID ACID TO CARBON-CARBON BOND FORMATION REACTIONS - CLAY MONTMORILLONITE-CATALYZED ALDOL REACTIONS OF SILYL ENOL ETHERS WITH ALDEHYDES AND ACETALS [J].
KAWAI, M ;
ONAKA, M ;
IZUMI, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (04) :1237-1245
[4]   AN IMPROVED METHOD FOR THE PREPARATION OF SYMMETRICALLY SUBSTITUTED PORPHYRINS VIA 2-METHOXYMETHYL-3,4-DISUBSTITUTED PYRROLE DERIVATIVES [J].
KINOSHITA, H ;
TANAKA, S ;
INOMATA, K .
CHEMISTRY LETTERS, 1989, (07) :1107-1108
[5]   CHEMISTRY OF ALPHA-AMINONITRILES .1. INTRODUCTION AND PATHWAYS TO UROPORPHYRINOGEN-OCTANITRILES [J].
KSANDER, G ;
BOLD, G ;
LATTMANN, R ;
LEHMANN, C ;
FRUH, T ;
XIANG, YB ;
INOMATA, K ;
BUSER, HP ;
SCHREIBER, J ;
ZASS, E ;
ESCHENMOSER, A .
HELVETICA CHIMICA ACTA, 1987, 70 (04) :1115-1172
[6]   SYNTHESIS OF 2,7,12,17-TETRA-ARYLPORPHYRINS, NEW STERICALLY HINDERED PORPHYRINS [J].
ONO, N ;
KAWAMURA, H ;
BOUGAUCHI, M ;
MARUYAMA, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (20) :1580-1581
[7]   A NEW SYNTHESIS OF PORPHYRINS VIA TETRAMERIZATION OF 2-(HYDROXYMETHYL) PYRROLES [J].
ONO, N ;
MARUYAMA, K .
CHEMISTRY LETTERS, 1989, (07) :1237-1240
[8]   SYNTHESIS OF OCTAALKYLPORPHYRINS AND OCTAARYLPORPHYRINS FROM NITROALKENES [J].
ONO, N ;
MARUYAMA, K .
CHEMISTRY LETTERS, 1988, (09) :1511-1514
[9]   A CONVENIENT SYNTHESIS OF TRIFLUOROMETHYLATED PYRROLES AND PORPHYRINS [J].
ONO, N ;
KAWAMURA, H ;
MARUYAMA, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (10) :3386-3388