SYNTHESIS OF MESO-TETRAALKYNYL PORPHYRINS USING 1-SELENO-2-ALKYNYL CATION PRECURSORS

被引：36

作者：

PROESS, G ^{[1
]}

PANKERT, D ^{[1
]}

HEVESI, L ^{[1
]}

机构：

[1] FAC UNIV NOTRE DAME PAIX,DEPT CHEM,61 RUE BRUXELLES,B-5000 NAMUR,BELGIUM

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 02期

关键词：

D O I：

10.1016/0040-4039(92)88068-G

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The strongly regioselective reaction of the silver perchlorate activated selenoacetals derived from 2-butynal and 3-phenylpropynal with pyrrole allows for a straightforward synthesis of the corresponding title compounds but the yields are low.

引用

页码：269 / 272

页数：4

共 16 条

[1] SYNTHESIS OF SELENOACETALS [J].

CLAREMBEAU, M ;

CRAVADOR, A ;

DUMONT, W ;

HEVESI, L ;

KRIEF, A ;

LUCCHETTI, J ;

VANENDE, D .

TETRAHEDRON, 1985, 41 (21) :4793-4812

[2]

CLIVE DLJ, 1979, J ORG CHEM, V44, P4274

[3] SELENIUM-STABILIZED CARBOCATIONS - FORMATION OF 2-(PHENYLSELENO)ALLYL CATIONS AND THEIR REACTIONS WITH FURAN, PYRROLE, AND THIOPHENE [J].

HALAZY, S ;

HEVESI, L .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (26) :5242-5246

[4] THE REACTION OF ALLYLTRIMETHYLSILANE WITH SELENIUM-STABILIZED CARBON ELECTROPHILES [J].

HERMANS, B ;

HEVESI, L .

TETRAHEDRON LETTERS, 1990, 31 (30) :4363-4366

[5] SYNTHESIS OF MESO-TETRAVINYL PORPHYRINS THROUGH 1-SELENOALLYL CATIONIC SPECIES [J].

HEVESI, L ;

RENARD, M ;

PROESS, G .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (23) :1725-1727

[6] REACTIONS OF SELENIUM STABILIZED ALLYLIC CARBOCATIONS WITH 1-(TRIMETHYLSILYLOXY)CYCLOHEXENE [J].

HEVESI, L ;

LAVOIX, A .

TETRAHEDRON LETTERS, 1989, 30 (33) :4433-4434

[7]

HEVESI L, 1990, B SOC CHIM FR, V127, P697

[8] ENDO SELECTIVE CYCLIZATIONS OF SELENONIUM ION INTERMEDIATE - EFFICIENT FORMATION OF 1-HALO-3-SELENO-CYCLOHEXANES [J].

KATAOKA, T ;

YOSHIMATSU, M ;

SHIMIZU, H ;

HORI, M .

TETRAHEDRON LETTERS, 1991, 32 (01) :105-108

[9] ROTHEMUND AND ADLER-LONGO REACTIONS REVISITED - SYNTHESIS OF TETRAPHENYLPORPHYRINS UNDER EQUILIBRIUM CONDITIONS [J].

LINDSEY, JS ;

SCHREIMAN, IC ;

HSU, HC ;

KEARNEY, PC ;

MARGUERETTAZ, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :827-836

[10] SELENIUM STABILIZED CARBENIUM IONS - LEWIS ACID MEDIATED SELENO ALKYLATION OF KETONES [J].

NSUNDA, KM ;

HEVESI, L .

TETRAHEDRON LETTERS, 1984, 25 (39) :4441-4444

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