Facile assembly of indeno[1,2-c]chromenes via a palladium-catalyzed reaction of 2-alkynylhalobenzene

被引：17
|
作者：
Pan, Xiaolin [2 ]
Nie, Hongming [1 ]
Luo, Yong [2 ]
Gao, Yueqiu [1 ]
Wu, Jie [2 ,3 ]
机构：
[1] Shanghai Univ TCM, Shanghai Shuguang Hosp, Dept Hepatol Dis, Shanghai 201203, Peoples R China
[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 41期
基金：
中国国家自然科学基金;
关键词：
DIVERSITY-ORIENTED SYNTHESIS; 3-COMPONENT REACTION; CARBONYLATIVE ANNULATION; ORGANIC-SYNTHESIS; CASCADE REACTIONS; O-ALKYNYLPHENOLS; EFFICIENT; FORM; 2-ALKYNYLPHENOLS; 2-ALKYNYLANILINE;
D O I：
10.1039/c2ob26369f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-Alkynylhalobenzene reacts with 2-alkynylphenol in the presence of a palladium catalyst, leading to indeno[1,2-c]chromenes in good to excellent yields. Furthermore, the scaffold of indeno[1,2-c]chromene could be constructed via a palladium-catalyzed reaction of 2-alkynylbromobenzene with water, in which four bonds are formed with high efficiency.
引用
收藏
页码：8244 / 8250
页数：7
相关论文
共 50 条
  • [41] Facile synthesis of 2-fluoroindenones via a Knoevenagel condensation/palladium-catalyzed annulation
    Su, Yue
    Fang, Xiang
    Zhou, Jun
    Bian, Yizhen
    Yang, Xueyan
    Wu, Fanhong
    JOURNAL OF FLUORINE CHEMISTRY, 2018, 211 : 76 - 80
  • [42] Synthesis of 1,2′-Biazulenes by Palladium-Catalyzed Unusual Homocoupling Reaction of 1-Haloazulenes in the Presence of Ferrocene
    Shoji, Taku
    Miyashita, Kanami
    Araki, Takanori
    Tanaka, Miwa
    Maruyama, Akifumi
    Sekiguchi, Ryuta
    Ito, Shunji
    Okujima, Tetsuo
    SYNTHESIS-STUTTGART, 2016, 48 (15): : 2438 - 2448
  • [43] Efficient Synthesis of 5H-Cyclopenta[c]quinoline Derivatives via Palladium-Catalyzed Domino Reactions of o-Alkynylhalobenzene with Amine
    Luo, Yong
    Pan, Xiaolin
    Wu, Jie
    ORGANIC LETTERS, 2011, 13 (05) : 1150 - 1153
  • [44] C2-ketonylation of carbohydrates via excited-state palladium-catalyzed 1,2-spin-center shift
    Zhao, Gaoyuan
    Mukherjee, Upasana
    Zhou, Lin
    Wu, Yue
    Yao, Wang
    Mauro, Jaclyn N.
    Liu, Peng
    Ngai, Ming-Yu
    CHEMICAL SCIENCE, 2022, 13 (21) : 6276 - 6282
  • [45] Facile synthesis of imidazo[1,2-c]-pyrimidines via a [4+1]-cycloaddition
    Hu, Hong
    Alvim-Gaston, Maria
    Hulme, Christopher
    Umkehrer, Michael
    Ross, Guenther
    Jaeger, Nadine
    Burdack, Christoph
    Kolb, Juergen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [46] A Facile Route to Benzo[a]fluorenes via a Palladium-Catalyzed Reaction of 2-Alkynylbromobenzene with 2-(2-Alkynylphenyl)malonate
    Luo, Yong
    Pan, Xiaolin
    Wu, Jie
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (16) : 3071 - 3077
  • [47] Facile, high-yielding synthesis of steroidal crown ethers via palladium-catalyzed carbonylation reaction
    Petz, A
    Gálik, G
    Horváth, J
    Tuba, Z
    Berente, Z
    Pintér, Z
    Kollár, L
    SYNTHETIC COMMUNICATIONS, 2001, 31 (03) : 335 - 341
  • [48] Triflic Acid Mediated Cascade Cyclization of Aryldiynes for the Synthesis of Indeno[1,2-c]chromenes: Application to Dye-Sensitized Solar Cells
    Jiang, Hua
    Ferrara, Giovanni
    Zhang, Xuan
    Oniwa, Kazuaki
    Islam, Ashraful
    Han, Liyuan
    Sun, Ying-Ji
    Bao, Ming
    Asao, Naoki
    Yamamoto, Yoshinori
    Jin, Tienan
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (10) : 4065 - 4070
  • [49] Synthesis of 2-Oxazolones and α-Aminoketones via Palladium-Catalyzed Reaction of β,β-Dibromoenamides
    Chai, David I.
    Hoffmeister, Laura
    Lautens, Mark
    ORGANIC LETTERS, 2011, 13 (01) : 106 - 109
  • [50] SYNTHESIS OF METHYL 2-(HETEROARYL)PROPANOATES VIA PALLADIUM-CATALYZED REACTION
    SAKAMOTO, T
    KONDO, Y
    MASUMOTO, K
    YAMANAKA, H
    HETEROCYCLES, 1993, 36 (11) : 2509 - 2512
12345