PREPARATION OF OXYGENATED HETEROCYCLES VIA THE CYCLIZATION REACTION OF ALPHA-DIAZO SUBSTITUTED ALKYNES

被引：48

作者：

KINDER, FR ^{[1
]}

PADWA, A ^{[1
]}

机构：

[1] EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)97184-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of a series of α-diazo alkynyl substituted ketones with rhodium (II) carboxylates results in the formation of vinyl rhodium carbenoids. These species undergo further cyclization onto a neighboring carbonyl group to produce furans. © 1990.

引用

收藏

页码：6835 / 6838

页数：4

相关论文

共 23 条

[1]

ADAMS J, 1984, TETRAHEDRON LETT, P35

[2]

[Anonymous], 1980, REARRANGEMENTS GROUN

[3] INTRAMOLECULAR RHODIUM CARBENOID INSERTIONS INTO AROMATIC C-H BONDS - PREPARATION OF 1,3-DIHYDROTHIOPHENE 2,2-DIOXIDES FUSED ONTO AROMATIC RINGS [J].

BABU, SD ;

HRYTSAK, MD ;

DURST, T .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (06) :1071-1076

[4] SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS [J].

BOIVIN, TLB .

TETRAHEDRON, 1987, 43 (15) :3309-3362

[5] RECENT ADVANCES IN FURAN CHEMISTRY .1. [J].

DEAN, FM .

ADVANCES IN HETEROCYCLIC CHEMISTRY, 1982, 30 :167-238

[6]

DONNELLY DMX, 1984, COMPREHENSIVE HETE 3, V4

[7]

EBERBACH W, 1987, TETRAHEDRON LETT, P2685

[8] PREPARATION OF 3-ACETYL-2-HYDROXYINDOLES VIA RHODIUM CARBENOID AROMATIC C-H INSERTION [J].

ETKIN, N ;

BABU, SD ;

FOOKS, CJ ;

DURST, T .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) :1093-1096

[9] INTRAMOLECULAR CYCLOADDITION OF CARBONYL YLIDES GENERATED FROM ALPHA-DIAZO KETONES [J].

GILLON, A ;

OVADIA, D ;

KAPON, M ;

BIEN, S .

TETRAHEDRON, 1982, 38 (10) :1477-1484

[10] REACTION OF ORTHO-ACYLPHENYLDIAZOMETHANE .1. FORMATION OF 1-ALKOXYISOBENZOFURANS BY INTRAMOLECULAR CARBENIC REACTION [J].

HAMAGUCHI, M ;

IBATA, T .

CHEMISTRY LETTERS, 1976, (03) :287-288