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
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
  • [1] Recent Advances in the Synthesis of Heterocycles by the Aza-Wittig Reaction
    Pedrood, Keyvan
    Montazer, Mohammad Nazari
    Larijani, Bagher
    Mahdavi, Mohammad
    SYNTHESIS-STUTTGART, 2021, 53 (14): : 2342 - 2366
  • [2] Recent advances in aza-Wittig reaction
    Ding, MW
    Liu, ZJ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2001, 21 (01) : 1 - 7
  • [3] Synthesis of heterocycles by the aza-Wittig reaction
    Gusar, N.I.
    Russian Chemical Reviews, 1991, 60 (02) : 146 - 161
  • [4] Synthesis of functionalized heterocycles via a tandem Staudinger/aza-Wittig/Ugi multicomponent reaction
    Timmer, MSM
    Risseeuw, MDP
    Verdoes, M
    Filippov, DV
    Plaisier, JR
    van der Marel, GA
    Overkleeft, HS
    van Boom, JH
    TETRAHEDRON-ASYMMETRY, 2005, 16 (01) : 177 - 185
  • [5] A NEW ROUTE TO QUINAZOLINONES VIA INTRAMOLECULAR AZA-WITTIG REACTION
    TAKEUCHI, H
    EGUCHI, S
    TETRAHEDRON LETTERS, 1989, 30 (25) : 3313 - 3314
  • [6] Synthetic Applications of Intramolecular Aza-Wittig Reaction for the Preparation of Heterocyclic Compounds
    Palacios, Francisco
    Aparicio, Domitila
    Rubiales, Gloria
    Alonso, Concepcion
    de los Santos, Jesus M.
    CURRENT ORGANIC CHEMISTRY, 2009, 13 (08) : 810 - 828
  • [7] THE AZA-WITTIG REACTION IN HETEROCYCLIC SYNTHESIS - A REVIEW
    EGUCHI, S
    MATSUSHITA, Y
    YAMASHITA, K
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (02) : 209 - &
  • [8] SYNTHESIS OF ISOQUINOLINES BY INTRAMOLECULAR AZA-WITTIG REACTION
    HICKEY, DMB
    MACKENZIE, AR
    MOODY, CJ
    REES, CW
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (12) : 776 - 777
  • [9] Synthesis of fluorinated imines and carbodiimides from azides via aza-Wittig reaction
    Wu, Yongming
    Sun, Qingrui
    Deng, Juan
    Tian, Weisheng
    JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (09) : 1152 - 1157
  • [10] Formation of the BC ring system of upenamide via a Staudinger/aza-Wittig reaction
    Luo, Zhushou
    Peplowski, Katherine
    Sulikowski, Gary A.
    ORGANIC LETTERS, 2007, 9 (24) : 5051 - 5054