RECENT ADVANCES IN SYNTHETIC METHOD OF NITROGEN-HETEROCYCLES VIA AZA-WITTIG REACTION

被引：12
|
作者：
EGUCHI, S
OKANO, T
机构：
[1] Institute of Applied Organic Chemistry, Department of Applied Chemistry, Faculty of Engineering, Nagoya University
来源：
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 1993年 / 51卷 / 03期
关键词：
IMINOPHOSPHORANE; LAMBDA(5)-PHOSPHAZENE; AZIDE; PHOSPHOROUS(III) COMPOUNDS; STAUDINGER REACTION; AZA-WITTIG REACTION; TANDEM STAUDINGER REACTION AZA-WITTIG REACTION; TANDEM AZA-WITTIG REACTION ELECTROCYCLIC REACTION; PHOSPHAZIDE; NITROGEN HETEROCYCLES;
D O I：
10.5059/yukigoseikyokaishi.51.203
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Recent advances in synthetic method of heterocyclic compounds by aza-Wittig reaction, i.e. , the imination using iminophosphoranes, are here reviewed. Examples are systematically presented depending on the direct cyclization route by intramolecular aza-Wittig reaction, or the sequential route via intermolecular aza-Wittig reaction, followed by various types of cyclizations such as electrocyclic reaction, Diels-Alder cycloaddition, and nucleophilic heterocyclization etc. The feasibility of this method in synthesis of nitrogen-heterocycles is emphasized in this review.
引用
收藏
页码：203 / 211
页数：9
相关论文
共 50 条
  • [21] Mechanism and stereoselectivity of the aza-Wittig reaction between phosphazenes and aldehydes
    Cossío, FP
    Alonso, C
    Lecea, B
    Ayerbe, M
    Rubiales, G
    Palacios, F
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (07): : 2839 - 2847
  • [22] Revisiting Wittig Olefination and Aza-Wittig Reaction for Carbohydrate Transformations and Stereocontrol in Sugar Chemistry
    Cachatra, Vasco
    Rauter, Amelia P.
    CURRENT ORGANIC CHEMISTRY, 2014, 18 (13) : 1731 - 1748
  • [23] Synthesis of 1,2,4-triazines via an intramolecular Staudinger aza-Wittig reaction
    Johnson, James
    Fu, Dhezi
    Elzner, Stephan
    Amantini, David
    Wipf, Peter
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [24] Construction of the AG-ring unit of pinnatoxin A via intramolecular alkylation and aza-Wittig reaction
    Wang, J
    Sakamoto, S
    Kamada, K
    Nitta, A
    Noda, T
    Oguri, H
    Hirama, M
    SYNLETT, 2003, (06) : 891 - 893
  • [25] Synthesis of fluorescent trisubstituted oxazoles via a facile tandem Staudinger/aza-Wittig/isomerization reaction
    Xie, Hai
    Rao, Yong
    Ding, Ming-Wu
    DYES AND PIGMENTS, 2017, 139 : 440 - 447
  • [26] Preparation of Nitrogen-Substituted Ferrocene Derivatives by Aza-Wittig Methodologies
    Molina, Pedro
    Tarraga, Alberto
    Alfonso, Maria
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (24) : 4505 - 4518
  • [27] A CONVERGENT ONE-POT SYNTHESIS OF SECONDARY-AMINES VIA AZA-WITTIG REACTION
    GAJDA, T
    KOZIARA, A
    OSOWSKAPACEWICKA, K
    ZAWADZKI, S
    ZWIERZAK, A
    SYNTHETIC COMMUNICATIONS, 1992, 22 (13) : 1929 - 1938
  • [28] Synthesis of the apratoxin 2,4-disubstituted thiazoline via an intramolecular aza-Wittig reaction
    Chen, JH
    Forsyth, CJ
    ORGANIC LETTERS, 2003, 5 (08) : 1281 - 1283
  • [29] Peptide-embedded heterocycles by mild single and multiple aza-Wittig ring closures
    Riedrich, Matthias
    Harkal, Surendra
    Arndt, Hans-Dieter
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (15) : 2701 - 2703
  • [30] APPLICATION OF THE INTRAMOLECULAR AZA-WITTIG REACTION TO THE SYNTHESIS OF VINYLOGOUS URETHANES AND AMIDES
    LAMBERT, PH
    VAULTIER, M
    CARRIE, R
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25): : 5352 - 5356
12345