New and efficient routes for the synthesis of murrayaquinone A and murrayanine

被引：17
|
作者：
Bhosale, Shrikar M. [1 ]
Momin, Aadil A. [1 ]
Kusurkar, Radhika S. [1 ]
机构：
[1] Univ Pune, Dept Chem, Pune 411007, Maharashtra, India
来源：
TETRAHEDRON | 2012年 / 68卷 / 32期
关键词：
Murrayaquinone A; Murrayanine; Sodium cyanoborohydride; Dakin reaction; MEDIATED TOTAL-SYNTHESIS; METAL-DIENE COMPLEXES; ORGANIC-SYNTHESIS; MURRAYAFOLINE-A; CARBAZOLEQUINONE; CONSTITUENTS; ALKALOIDS;
D O I：
10.1016/j.tet.2012.05.127
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Three new routes were established for the synthesis of biologically active murrayaquinone A and a new method was developed for synthesis of murrayanine from the same starting material as 4-hydroxy carbazole. During the synthetic course a few novel observation were recorded, which include two one pot reaction sequences and C-N bond cleavage by sodium cyanoborohydride. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6420 / 6426
页数：7
相关论文
共 50 条
  • [41] NITRILES IN ORGANIC-SYNTHESIS - NEW ROUTES FOR SYNTHESIS OF PYRIDINES AND AZINOTHIOPYRANS
    SHAMS, HZ
    ELKHOLY, YM
    IBRAHIM, NS
    ELNAGDI, MH
    JOURNAL FUR PRAKTISCHE CHEMIE, 1988, 330 (05): : 817 - 819
  • [42] New routes for the synthesis and hydrogenation of indole and alkylindoles.
    Vaccari, A
    Campanati, M
    Piccolo, O
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U585 - U585
  • [43] SOME NEW ROUTES FOR SYNTHESIS OF AROMATIC FLUORINE COMPOUNDS
    SHARMA, HL
    SHARMA, VN
    MITAL, RL
    CANADIAN JOURNAL OF CHEMISTRY, 1966, 44 (11): : 1327 - &
  • [44] Vicinal tricarbonyls in synthesis. New routes to indolizidines
    Wasserman, HH
    Vu, CB
    Cook, JD
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 1996, 7 (05) : 319 - 326
  • [45] New synthesis routes for obtaining dysprosium manganese perovskites
    Carp, O
    Patron, L
    Ianculescu, A
    Pasuk, J
    Olar, R
    JOURNAL OF ALLOYS AND COMPOUNDS, 2003, 351 (1-2) : 314 - 318
  • [46] New synthesis routes to lithium and cesium cyanide salts
    Markley, TJ
    Toby, BH
    Pearlstein, RM
    Ramprasad, D
    INORGANIC CHEMISTRY, 1997, 36 (15) : 3376 - &
  • [47] New synthesis routes for AIN polytype SiAION ceramics
    White, GV
    Rumsey, B
    EURO CERAMICS VIII, PTS 1-3, 2004, 264-268 : 889 - 892
  • [48] New routes to control nanoparticle synthesis: general discussion
    Reguera, Javier
    Scarabelli, Leonardo
    Petit, Christophe
    Siramdas, Raghavender
    Wolf, Heiko
    Chanana, Munish
    Liu, Xiaoying
    Martin, Matthew
    Tebbe, Moritz
    Lin, Xiao-Min
    Isa, Lucio
    Moehwald, Helmuth
    Schurtenberger, Peter
    Velev, Orlin
    Liu, Yangwei
    Fattah, Abdel Rahman Abdel
    Bumajdad, Ali
    Ganeshan, Dhanavel
    Faivre, Damien
    Bresme, Fernando
    Sorensen, Christopher
    Coll, Pablo Guimera
    Ghosh, Suvojit
    Fery, Andreas
    El Haddassi, Fadwa
    Salerno, K. Michael
    Graf, Christina
    Cardinal, M. Fernanda
    Schiffrin, David
    Li, Zhihai
    Shevchenko, Elena
    Teranishi, Toshiharu
    Zhang Shubiao
    Talapin, Dmitri
    Alivisatos, A. Paul
    Duguet, Etienne
    Philipse, Albert
    Bianchi, Emanuela
    Latsuzbaia, Roman
    FARADAY DISCUSSIONS, 2015, 181 : 147 - 179
  • [49] Most Efficient Routes for the Synthesis of α,β-Diamino Acid-Derived Compounds
    Wang, Jiang
    Zhang, Lei
    Jiang, Hualiang
    Liu, Hong
    CURRENT PHARMACEUTICAL DESIGN, 2010, 16 (10) : 1252 - 1259
  • [50] An expedient synthesis of murrayaquinone A via a novel oxidative free radical reaction
    McDonald, Jeffrey W.
    Miller, John E.
    Kim, Minjee
    Velu, Sadanandan E.
    TETRAHEDRON LETTERS, 2018, 59 (06) : 550 - 553
12345