A concise synthesis of indene-based polycyclic compounds via FeCl3-catalyzed cascade cyclization

被引:11
|
作者
Su, Xiang [1 ]
Wu, Panpan [2 ,3 ]
Liu, Wenfeng [2 ,3 ]
Chen, Chao [1 ,2 ,3 ]
机构
[1] Tsinghua Univ, Minist Educ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Wuyi Univ, Sch Chem & Environm Engn, Jiangmen 529000, Peoples R China
[3] Int Healthcare Innovat Inst Jiangmen, Jiangmen 529000, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 07期
基金
中国国家自然科学基金;
关键词
PROPARGYLIC ALCOHOLS; ORGANIC-SYNTHESIS; DERIVATIVES; ALKYNES; CYCLOADDITION; COMPLEXES; POLYMERIZATION; ACTIVATION; ANNULATION; LIGANDS;
D O I
10.1039/c8qo00004b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and straightforward protocol to complex indene-based polycyclic compounds via the cascade cyclization of propargylic alcohols and alkenes was developed. The catalyst FeCl3, as an Earth-abundant and environment friendly transition metal salt, is attractive. This reaction proceeded through unusual C-C bond cleavage.
引用
收藏
页码:1165 / 1169
页数:5
相关论文
共 50 条
  • [21] Plasticizers: Synthesis of phthalate esters via FeCl3-catalyzed nucleophilic addition of alcohols to phthalic anhydride
    Bajracharya, Gan B.
    Koju, Rashmi
    Ojha, Sarbeshwar
    Nayak, Sashisu
    Subedi, Sabita
    Sasai, Hiroaki
    RESULTS IN CHEMISTRY, 2021, 3
  • [22] IrCl3 or FeCl3-catalyzed convenient synthesis of 3-hydroxyphthalates
    Shinohara, Hiroyuki
    Sonoda, Motohiro
    Atobe, Shingo
    Masuno, Haruna
    Ogawa, Akiya
    TETRAHEDRON LETTERS, 2011, 52 (47) : 6238 - 6241
  • [23] FeCl3-catalyzed addition of 1,3-dicarbonyl compounds to aromatic olefins
    Kischel, Jette
    Michalik, Dirk
    Zapf, Alexander
    Beller, Matthias
    CHEMISTRY-AN ASIAN JOURNAL, 2007, 2 (07) : 909 - 914
  • [24] Elucidating the mechanism of the FeCl3-Catalyzed quinoline synthesis by A3 multicomponent reaction
    Leonarczyk, Ives A.
    Chiavegatti, Attilio
    Pereira, Ariel A.
    Tamega, Giovanna S.
    Tormena, Claudio F.
    Ferreira, Marco A. B.
    TETRAHEDRON, 2024, 150
  • [25] Completely OH-Selective FeCl3-Catalyzed Prins Cyclization: Highly Stereoselective Synthesis of 4-OH-Tetrahydropyrans
    Zheng, Ke
    Liu, Xiaohua
    Qin, Song
    Xie, Mingsheng
    Lin, Lili
    Hu, Changwei
    Feng, Xiaoming
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (42) : 17564 - 17573
  • [26] FeCl3-catalyzed alkylation of indoles with 1,3-dicarbonyl compounds:: an expedient synthesis of 3-substituted indoles
    Yadav, J. S.
    Reddy, B. V. Subba
    Praneeth, K.
    TETRAHEDRON LETTERS, 2008, 49 (01) : 199 - 202
  • [27] FeCl3-Catalyzed Four-Component Nucleophilic Addition/Intermolecular Cyclization Yielding Polysubstituted Pyridine Derivatives
    He, Xinwei
    Shang, Yongjia
    Yu, Zhiyu
    Fang, Mei
    Zhou, Yao
    Han, Guang
    Wu, Fuli
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (18): : 8882 - 8888
  • [28] Synthesis of 2-aminobenzothiazole via FeCl3-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water
    Ding, Qiuping
    Cao, Banpeng
    Liu, Xianjin
    Zong, Zhenzhen
    Peng, Yi-Yuan
    GREEN CHEMISTRY, 2010, 12 (09) : 1607 - 1610
  • [29] Synthesis of functionalized triarylmethanes by combination of FeCl3-catalyzed benzylations of acetylacetone with [3+3] cyclocondensations
    Khera, Rasheed Ahmad
    Ullah, Ihsan
    Ahmad, Rasheed
    Riahi, Abdolmajid
    Hung, Nguyen Thai
    Sher, Muhammad
    Villinger, Alexander
    Fischer, Christine
    Langer, Peter
    TETRAHEDRON, 2010, 66 (09) : 1643 - 1652
  • [30] Concise asymmetric total synthesis of lycopodine and flabelliformine via cascade cyclization reaction
    Wada, Kentaro
    Kogure, Noriyuki
    Kitajima, Mariko
    Takayama, Hiromitsu
    TETRAHEDRON LETTERS, 2019, 60 (02) : 187 - 190