The formation of medium-sized rings by the intramolecular cyclization of arylnitrenium ions

被引：12
|
作者：
Abramovitch, RA [1 ]
Miller, J
de Souza, AJC
机构：
[1] Clemson Univ, Dept Chem, Clemson, SC 29634 USA
[2] Univ Estadual Campinas, BR-13100000 Campinas, SP, Brazil
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 36期
关键词：
nitrenium; intramolecular cyclizations; medium-sized rings; MMX;
D O I：
10.1016/S0040-4039(03)01591-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of an aminodibenzo[a,c]octadiene and an aminodibenzo[a,c]octatriene, guided by molecular mechanics calculations, was effected by the intramolecular cyclization of the corresponding open chain nitrenium ions. Also reported is the predicted failure to synthesize another aminodibenzo[a,c]octadiene using this method. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6965 / 6967
页数：3
相关论文
共 50 条
  • [1] The formation of medium-sized rings by the intramolecular eyelization of arylnitrenium ions (vol 44, pg 6965, 2003)
    Abramovitch, Rudolph A.
    Miller, Joseph
    de Souza, Antonio J. C.
    TETRAHEDRON LETTERS, 2006, 47 (40) : 7271 - 7271
  • [2] INTRAMOLECULAR CYCLIZATION OF ARYLNITRENIUM IONS - FORMATION OF CARBON CARBON BONDS AND OF LACTONES
    ABRAMOVITCH, RA
    COOPER, M
    IYER, S
    JEYARAMAN, R
    RODRIGUEZ, JAR
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (24): : 4819 - 4820
  • [3] INTRAMOLECULAR CYCLIZATIONS OF ALLYL AND HOMOALLYL CATIONS - THE FORMATION OF MEDIUM-SIZED RINGS VIA CATIONIC PROCESSES
    GASSMAN, PG
    RIEHLE, RJ
    SINGLETON, DA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 249 - ORGN
  • [4] INTRAMOLECULAR PHOTOADDITION OF DIOXOLENONES - AN EFFICIENT METHOD FOR THE SYNTHESIS OF MEDIUM-SIZED RINGS
    WINKLER, JD
    HEY, JP
    HANNON, FJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1985, 190 (SEP): : 205 - ORN
  • [5] INTRAMOLECULAR PHOTOCYCLOADDITIONS ON DIOXOLENONES - AN EFFICIENT METHOD FOR THE SYNTHESIS OF MEDIUM-SIZED RINGS
    WINKLER, JD
    HEY, JP
    HANNON, FJ
    WILLIARD, PG
    HETEROCYCLES, 1987, 25 : 55 - 60
  • [6] Synthesis of Medium-Sized Heterocycles by Transition-Metal-Catalyzed Intramolecular Cyclization
    Choury, Mickael
    Lopes, Alexandra Basilio
    Blond, Gaelle
    Gulea, Mihaela
    MOLECULES, 2020, 25 (14):
  • [7] Asymmetric Synthesis of Medium-Sized Rings by Intramolecular Au(I)-Catalyzed Cyclopropanation
    Watson, Iain D. G.
    Ritter, Stefanie
    Toste, F. Dean
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) : 2056 - +
  • [8] Synthesis of medium-sized rings using the intramolecular Pauson-Khand reaction
    Krafft, ME
    Fu, Z
    Boñaga, LVR
    TETRAHEDRON LETTERS, 2001, 42 (08) : 1427 - 1431
  • [9] TRANSANNULAR REACTIONS IN MEDIUM-SIZED RINGS
    COPE, AC
    MARTIN, MM
    MCKERVEY, MA
    QUARTERLY REVIEWS, 1966, 20 (01): : 119 - &
  • [10] STRUCTURAL ASPECTS OF MEDIUM-SIZED RINGS
    SATO, T
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1972, 30 (02) : 109 - +
12345