AZAZAANNULENONES AND DIAZAANNULENONES - INFLUENCE OF NITROGEN POSITION ON THEIR REACTIVITY AND STABILITY

被引：12

作者：

GAVINA, F

COSTERO, AM

ANDREU, MR

AYET, MD

机构：

[1] Departamento de Química Orgánica, Facultad de Farmacia, Universitat de València, Valencia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 18期

关键词：

D O I：

10.1021/jo00018a040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three new elusive intermediates, 3-aza-2,4-cyclopentadienone, 2,5-diaza-2,4-cyclopentadienone, and 3,4-diaza-2,4-cyclopentadienone, are reported. The three species can act either as dienes or as dienophiles in Diels-Alder reactions. The influence of the number and position of nitrogen atoms on their stability is studied.

引用

页码：5417 / 5421

页数：5

共 19 条

[1] FORMATION OF CYCLOPENTADIENONES [J].

DEPUY, CH ;

ISAKS, M ;

MORRIS, GF ;

EILERS, KL .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (12) :3503-&

[2]

FAGAN PJ, 1978, CAN J CHEM, V57, P904

[3]

FLITSCH W, 1987, TETRAHEDRON LETT, P4395

[4]

FRECHET JM, 1971, J AM CHEM SOC, V93, P492

[5] Transition of the Phtalzin to Pyridazin series. [J].

Gabriel, S .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1903, 36 :3373-3378

[6] REACTIVE ANNULENONES - A COMPARATIVE-STUDY [J].

GAVINA, F ;

COSTERO, AM ;

GONZALEZ, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (07) :2060-2063

[7] REACTIVITY OF AZAANNULENONES [J].

GAVINA, F ;

COSTERO, AM ;

ANDREU, MR ;

LUIS, SV .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (26) :6112-6113

[8]

GAVINA F, 1979, TETRAHEDRON LETT, P1333

[9] REACTION OF 4-SUBSTITUTED 2-AZETIDINONE WITH NUCLEOPHILES - EXISTENCE AND REACTIVITY OF 1-AZETIN-4-ONE [J].

GAVINA, F ;

COSTERO, AM ;

ANDREU, MR .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) :434-437

[10] PERICYCLIC-REACTIONS OF FREE CYCLOPENTADIENONE [J].

GAVINA, F ;

COSTERO, AM ;

GIL, P ;

PALAZON, B ;

LUIS, SV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (07) :1797-1798

← 1 2 →