Triazolopyridines .17. N2-dicyanomethylides: Synthesis, structure and reactivity with acetylenic dipolarophiles.

被引：6

作者：

Abarca, B ^{[1
]}

Ballesteros, R ^{[1
]}

Munoz, A ^{[1
]}

Jones, G ^{[1
]}

机构：

[1] UNIV KEELE,DEPT CHEM,KEELE ST5 5BG,STAFFS,ENGLAND

来源：

TETRAHEDRON | 1996年 / 52卷 / 31期

关键词：

D O I：

10.1016/0040-4020(96)00572-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparation and structure of 1,2,3-triazolo[1,5-a]pyridinium N2-dicyanomethylides 7a,b are described. Reaction with methyl propiolate gives trisubstituted indolizines 8a,b in good yield. Reaction of 7b with dimethyl acetylenedicarboxylate gives a quinolizine 12. Copyright (C) 1996 Elsevier Science Ltd

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页码：10519 / 10524

页数：6

相关论文

共 25 条

[1] 1,2,3-TRIAZOLO[5,1-B]THIAZOLES .3. THE REACTION BETWEEN A TRIAZOLOTHIAZOLIUM YLIDE AND ACETYLENIC DIPOLAROPHILES [J].

ABARCA, B ;

BALLESTEROS, R ;

DELRINCONGUAITA, MJ ;

JONES, G .

HETEROCYCLES, 1994, 38 (09) :2017-2022

[2]

ABARCA B, 1993, HETEROCYCLES, V35, P851

[3]

ABARCA B, 1992, HETEROCYCLES, V33, P203

[4] A REMARKABLE REARRANGEMENT DURING REACTION BETWEEN TRIAZOLOPYRIDINIUM YLIDES AND DIMETHYL ACETYLENEDICARBOXYLATE [J].

ABARCA, B ;

BALLESTEROS, R ;

METNI, MR ;

JONES, G ;

ANDO, DJ ;

HURSTHOUSE, MB .

TETRAHEDRON LETTERS, 1991, 32 (37) :4977-4980

[5] TRIAZOLOPYRIDINES .11. YLIDES DERIVED FROM 2-ACYLMETHYLTRIAZOLOPYRIDINIUM SALTS [J].

ABARCA, B ;

BALLESTEROS, R ;

MOJARRAD, F ;

METNI, MR ;

GARCIAGRANDA, S ;

PEREZCARRENO, E ;

JONES, G .

TETRAHEDRON, 1991, 47 (28) :5277-5286

[6]

Abarca B., 1990, J CHEM RES, V9, P347

[7] SOME 1,3-DIPOLAR ADDITION REACTIONS OF ISOQUINOLINIUM YLIDES - FORMATION OF 2,3-DIHYDROBENZO[G]INDOLIZINES AND BENZOINDOLIZINES [J].

BASKETTE.N ;

PLUNKETT, AO .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (23) :1578-&

[8] SYNTHESES OF FUSED AROMATIC HETEROCYCLES BY 1,3-DIPOLAR ADDITION REACTIONS . 1,3A-DIAZAPENTALENES [J].

BOEKELHEIDE, V ;

FEDORUK, NA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (14) :3830-+

[9] HETEROCYCLIC SYSTEMS RELATED TO PYRROCOLINE .2. THE PREPARATION OF POLYAZAINDENES BY DEHYDROGENATIVE CYCLISATIONS [J].

BOWER, JD ;

RAMAGE, GR .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (NOV) :4506-4510

[10] 1,3-DIPOLAR CYCLOADDITION OF AZOLIUM DICYANOMETHYLIDES [J].

DIEZBARRA, E ;

PARDO, C ;

ELGUERO, J ;

ARRIAU, J .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1983, (09) :1317-1320