SILYL NITRONATE 1,3-DIPOLAR CYCLOADDITION REACTIONS WITH MESO-TETRAARYLPORPHYRINS

被引:8
作者
Ebrahim, Mothi M. [1 ]
Moreau, Maxime [1 ]
Senge, Mathias O. [1 ]
机构
[1] Trinity Coll Dublin, Sch Chem, SFI Tetrapyrrole Lab, Dublin 2, Ireland
关键词
Chlorin; 1,3-Dipolar Addition; Cycloaddition; Silyl Nitronate; Porphyrin; FUSED CHLORINS; PORPHYRINS; BACTERIOCHLORINS; TRANSFORMATIONS;
D O I
10.3987/COM-10-12125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoxazoline-fused chlorins were obtained in moderate yields from the reaction of silyl nitronates and 5,10,15,20-tetra(pentafluorophenyl)porphyrin in toluene at 85 degrees C.
引用
收藏
页码:627 / 630
页数:4
相关论文
共 14 条
[1]   STEREOCHEMISTRY .76. STEREOSELECTIVITY IN INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITIONS - NITRILE OXIDES VERSUS SILYL NITRONATES [J].
DEHAEN, W ;
HASSNER, A .
TETRAHEDRON LETTERS, 1990, 31 (05) :743-746
[2]   Carbonyl ylide 1,3-dipolar cycloadditions with porphyrins [J].
Flemming, J ;
Dolphin, D .
TETRAHEDRON LETTERS, 2002, 43 (40) :7281-7283
[3]   Hydrogenated tetraazaporphyrins - old but new core-modified phthalocyanine analogues [J].
Fukuda, Takamitsu ;
Kobayashi, Nagao .
DALTON TRANSACTIONS, 2008, (35) :4685-4704
[4]   Synthetic transformations of porphyrins - Advances 2004-2007 [J].
Horn, Sabine ;
Dahms, Katja ;
Senge, Mathias O. .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2008, 12 (10) :1053-1077
[5]   Synthesis of isoxazoline-fused chlorins and bacteriochlorins by 1,3-dipolar cycloaddition reaction of porphyrin with nitrile oxide [J].
Li, XF ;
Zhuang, JP ;
Li, YL ;
Liu, HB ;
Wang, S ;
Zhu, DB .
TETRAHEDRON LETTERS, 2005, 46 (09) :1555-1559
[6]   1,3-Dipolar cycloaddition of nitrile imines to meso-tetraarylporphyrins [J].
Moura, Nuno M. M. ;
Giuntini, F. ;
Faustino, Maria A. F. ;
Neves, Maria G. P. M. S. ;
Tome, Augusto C. ;
Silva, Artur M. S. ;
Rakib, E. M. ;
Hannioui, A. ;
Abouricha, S. ;
Roeder, Beate ;
Cavaleiro, Jose A. S. .
ARKIVOC, 2010, :24-33
[7]  
Namboothiri INN, 2008, TOP HETEROCYCL CHEM, V12, P1, DOI 10.1007/7081_2007_101
[8]  
Scheer H, 1991, CHLOROPHYLLS
[9]  
Senge Mathias O., 2006, V25, P27
[10]   Synthetic, transformations of porphyrins - Advances 2002-2004 [J].
Senge, MO ;
Richter, J .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2004, 8 (07) :934-953