THE AROMATIZATION OF HANTZSCH DIHYDROPYRIDINES WITH NITRIC-OXIDE (NO)

被引：80

作者：

ITOH, T ^{[1
]}

NAGATA, K ^{[1
]}

OKADA, M ^{[1
]}

OHSAWA, A ^{[1
]}

机构：

[1] SHOWA UNIV,SCH PHARMACEUT SCI,SHINAGAWA KU,TOKYO 142,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

关键词：

D O I：

10.1016/0040-4039(95)00268-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hantzsch dihydropyridines were readily oxidized by nitric oxide to give corresponding pyridines in quantitative yields. This reaction system required no work-up procedure. In the presence of oxygen, it was possible to reduce nitric oxide to less than an euimolar amount. This is the first reaction of nitric oxide itself that is practical for synthetic use.

引用

页码：2269 / 2272

页数：4

共 27 条

[1] CLAY-SUPPORTED REAGENT - AROMATIZATION OF 1,4-DIHYDROPYRIDINES BY CLAY-SUPPORTED METAL NITRATES [J].

BALOGH, M ;

HERMECZ, I ;

MESZAROS, Z ;

LASZLO, P .

HELVETICA CHIMICA ACTA, 1984, 67 (08) :2270-2272

[2]

BECKMAN JS, 1990, P NATL ACAD SCI USA, V87, P162

[3]

BLOUGH NV, 1985, INORG CHEM, V24, P3504

[4]

BOCKER RH, 1986, J MED CHEM, V29, P1596

[5] BIOMIMETIC SYNTHESIS OF THE PUTATIVE CYTOTOXIN PEROXYNITRITE, ONOO-, AND ITS CHARACTERISTICS AS A TETRAMETHYLAMMONIUM SALT [J].

BOHLE, DS ;

HANSERT, B ;

PAULSON, SC ;

SMITH, BD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) :7423-7424

[6] NOVEL CATALYSIS OF HYDROQUINONE AUTOXIDATION WITH NITROGEN-OXIDES [J].

BOSCH, E ;

RATHORE, R ;

KOCHI, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) :2529-2536

[7] NITRATION OF CATECHOLAMINES WITH NITROGEN-OXIDES IN MILD CONDITIONS - A HYPOTHESIS FOR THE REACTIVITY OF NO IN PHYSIOLOGICAL SYSTEMS [J].

DELABRETECHE, ML ;

SERVY, C ;

LENFANT, M ;

DUCROCQ, C .

TETRAHEDRON LETTERS, 1994, 35 (39) :7231-7232

[8]

DURANTE W, 1992, BLOOD, V79, P110

[9] THE CHEMISTRY OF PEROXONITRITES [J].

EDWARDS, JO ;

PLUMB, RC .

PROGRESS IN INORGANIC CHEMISTRY, VOL 41, 1994, 41 :599-635

[10]

ENGELMAN F, 1885, LIEBIGS ANN CHEM, V231, P37

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