Synthetic access to 5,10-disubstituted porphyrins

被引：49

作者：

Hatscher, S

Senge, MO

机构：

[1] Univ Potsdam, Inst Chem, D-14476 Golm, Germany

[2] Free Univ Berlin, Inst Chem, D-14195 Berlin, Germany

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(02)02475-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple acid-catalyzed condensation of unsubstituted tripyrranes with pyrrole and various aldehydes affords 5,10-disubstituted-beta-unsubstituted porphyrins by the '3+1' approach in low to moderate yields. A complementary synthesis of similar compounds involves reaction of unsubstituted porphyrin (porphine) with organolithium reagents in good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：157 / 160

页数：4

相关论文

共 16 条

[1] SYNTHESIS OF A PORPHYRIN-2,3-DIACRYLIC ACID USING A NEW 3+1-TYPE PROCEDURE [J].

BOUDIF, A ;

MOMENTEAU, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (18) :2069-2070

[2] Synthesis of 5,10-diphenylporphyrin [J].

Briñas, RP ;

Brückner, C .

TETRAHEDRON, 2002, 58 (22) :4375-4381

[3] Mechanistic studies on the nucleophilic reaction of porphyrins with organolithium reagents [J].

Feng, XD ;

Bischoff, I ;

Senge, MO .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8693-8700

[4] One-pot synthesis of functionalized asymmetric 5,10,15,20-substituted porphyrins from 5,15-diaryl-or -dialkyl-porphyrins [J].

Feng, XD ;

Senge, MO .

TETRAHEDRON, 2000, 56 (04) :587-590

[5]

Heo PY, 1996, B KOR CHEM SOC, V17, P515

[6] Porphyrin synthesis by the ''3+1'' approach: New applications for an old methodology [J].

Lash, TD .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (10) :1197-1200

[7] SYNTHETIC APPROACHES TO REGIOISOMERICALLY PURE PORPHYRINS BEARING 4 DIFFERENT MESOSUBSTITUENTS [J].

LEE, CH ;

LI, FR ;

IWAMOTO, K ;

DADOK, J ;

BOTHNERBY, AA ;

LINDSEY, JS .

TETRAHEDRON, 1995, 51 (43) :11645-11672

[8]

LINDSEY JS, 2000, PORPHYRIN HDB, P46

[9] meso-tetra(tert-butyl)porphyrin as a precursor of porphine [J].

Neya, S ;

Funasaki, N .

TETRAHEDRON LETTERS, 2002, 43 (06) :1057-1058

[10]

Senge MO, 2000, CHEM-EUR J, V6, P2721