1,2-MONOAZABISYLIDES AND 1,3-MONOAZABISYLIDES AS NOVEL SYNTHONS

被引：29

作者：

KATRITZKY, AR

JIANG, JL

GREENHILL, JV

机构：

[1] Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 08期

关键词：

D O I：

10.1021/jo00060a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 1,2- and 1,3-monoazabisylides (5 and 11, respectively) were prepared in situ by the reactions of 1-[[(triphenylphosphorylidene)amino]methyl]benzotriazole (betmip, 2) with diethyl phosphite anion and methylenetriphenylphosphorane, respectively, followed by treatment with butyllithium. The synthetic versatility of the new reagents 5 and 11 is illustrated by convenient methods for the preparation of isoquinoline, 2-azabutadienes,2,3-diarylpyrroles, and 2-(3H)-benzazepine.

引用

页码：1987 / 1988

页数：2

共 12 条

[1] YLIDE REACTIONS OF TRIPHENYLPHOSPHINAZINE [J].

APPEL, R ;

SIEGEMUN.G .

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1968, 363 (3-4) :183-&

[2] ONE POT SYNTHESIS OF 2-VINYL-1-AZADIENES AND DIVINYLKETONES [J].

BARLUENGA, J ;

MERINO, I ;

PALACIOS, F .

TETRAHEDRON LETTERS, 1989, 30 (40) :5493-5496

[3] THE AZA-WITTIG REACTION IN HETEROCYCLIC SYNTHESIS - A REVIEW [J].

EGUCHI, S ;

MATSUSHITA, Y ;

YAMASHITA, K .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (02) :209-&

[4] RECENT ADVANCES IN THE STAUDINGER REACTION [J].

GOLOLOBOV, YG ;

KASUKHIN, LF .

TETRAHEDRON, 1992, 48 (08) :1353-1406

[5] 60 YEARS OF STAUDINGER REACTION [J].

GOLOLOBOV, YG ;

ZHMUROVA, IN ;

KASUKHIN, LF .

TETRAHEDRON, 1981, 37 (03) :437-472

[6]

KATRITZKY AR, 1990, HETEROCYCLES, V31, P2187

[7] SYNTHESIS OF ALPHA-(ARYLIDENEAMINO)ALKYLAMINES [J].

KATRITZKY, AR ;

JIANG, JL ;

HARRIS, PA .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1991, 69 (07) :1153-1155

[8]

KATRITZKY AR, 1990, SYNTHESIS-STUTTGART, P565

[9] N-TRIPHENYLPHOSPHORYLIDENE-1-(BENZOTRIAZOL-1-YL)METHYLAMINE, A NOVEL SYNTHON EQUIVALENT TO (CH2NH2)(+) - THE PREPARATION OF PRIMARY AMINES [J].

KATRITZKY, AR ;

JIANG, JL ;

UROGDI, L .

TETRAHEDRON LETTERS, 1989, 30 (25) :3303-3306

[10]

Maercker A., 1965, ORG REACTIONS, V14, P270

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