The Regiospecific Preparation of 2-Substituted Tribenzotriquinacenes

被引：27
|
作者：
Saravanakumar, Rajendran [1 ]
Markopoulos, Georgios [1 ]
Bahrin, Lucian Gabriel [1 ]
Jones, Peter G. [2 ]
Hopf, Henning [1 ]
机构：
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Inorgan & Analyt Chem, D-38106 Braunschweig, Germany
来源：
SYNLETT | 2013年 / 24卷 / 04期
关键词：
cuplike aromatics; Friedel-Crafts cyclizations; cyclo-eliminations; convex molecules; chiral aromatics; double-cup structures; single-crystal X-ray structural analysis; BENZOANELLATED CENTROPOLYQUINANES; OPTICAL RESOLUTION; DERIVATIVES; COMPLEXES; BEARING;
D O I：
10.1055/s-0032-1318143
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Several substituted tribenzotriquinacene derivatives (TBTQ) carrying functional groups exclusively in the 2-position (OMe, OH, Br, CHO, CN, styryl, etc.) have been prepared by our new synthesis of the tribenzotriquinacene framework. The route has been extended to the preparation of a double-cup molecule in which two TBTQ moieties are fused by a benzene ring. The trans configuration of one of the diastereomers of this hydrocarbon was established by X-ray structural analysis.
引用
收藏
页码：453 / 456
页数：4
相关论文
共 50 条
  • [1] Regiospecific synthesis of 2-substituted furanonaphthoquinones
    Ohta, Y
    Doe, M
    Morimoto, Y
    Kinoshita, T
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (04) : 731 - 734
  • [2] A NOVEL REGIOSPECIFIC SYNTHESIS OF 2-SUBSTITUTED PYRIDINES
    HANESSIAN, S
    KAGOTANI, M
    SYNTHESIS-STUTTGART, 1987, (04): : 409 - 411
  • [3] AN IMPROVED SYNTHESIS OF THE PYRIDINE REISSERT ANALOG AND ITS UTILIZATION IN THE REGIOSPECIFIC PREPARATION OF 2-SUBSTITUTED PYRIDINES
    KANT, J
    POPP, FD
    CHEMISTRY & INDUSTRY, 1985, (04) : 125 - 126
  • [4] Preparation of 2-substituted oxazoles
    Pandit, CR
    Polniaszek, RP
    Thottathil, JK
    SYNTHETIC COMMUNICATIONS, 2002, 32 (15) : 2427 - 2432
  • [5] PREPARATION OF 2-SUBSTITUTED ARSABENZENES
    ASHE, AJ
    CHAN, WT
    JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09): : 1409 - 1413
  • [6] THE PREPARATION OF 2-SUBSTITUTED FLUORANTHENES
    CAMPBELL, N
    WILSHIRE, JFK
    JOURNAL OF THE CHEMICAL SOCIETY, 1954, (MAR): : 867 - 869
  • [7] PREPARATION OF 2-SUBSTITUTED ACETAMIDES
    SPEZIALE, AJ
    HAMM, PC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (21) : 5580 - 5584
  • [8] PREPARATION OF 2-SUBSTITUTED PODOPHYLLOTOXIN DERIVATIVES
    GLINSKI, MB
    FREED, JC
    DURST, T
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13): : 2749 - 2753
  • [9] CONVENIENT PREPARATION OF 2-SUBSTITUTED BENZOTHIAZOLES
    BOGER, DL
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (11): : 2296 - 2297
  • [10] Expeditious preparation of 2-substituted quinolines
    Fakhfakh, MA
    Franck, X
    Fournet, A
    Hocquemiller, R
    Figadère, B
    TETRAHEDRON LETTERS, 2001, 42 (23) : 3847 - 3850
12345