Synthesis of poly-functionalized benzofurans via one-pot domino oxidation/[3+2] cyclization reactions of a hydroquinone ester and ynamides

被引:11
|
作者
Zhang, Dongxin [1 ]
Man, Jingjing [1 ]
Chen, Yan [1 ]
Yin, Lei [1 ]
Zhong, Junchao [1 ]
Zhang, Qian-Feng [1 ]
机构
[1] Anhui Univ Technol, Inst Mol Engn & Appl Chem, 59 Hudong Rd, Maanshan 243002, Peoples R China
关键词
BIOACTIVE BENZOFURAN; DERIVATIVES; EFFICIENT; ANNULATION; ARYLATION; ACCESS;
D O I
10.1039/c9ra02144b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Densely substituted amino-functionalized benzofurans were concisely accessed via the first one-pot domino oxidation/[3+2] cyclization of a hydroquinone ester and easily accessible ynamides under mild conditions in a short time. The complex benzofurans were able to be efficiently synthesized all from simple and inexpensive starting materials in two steps.
引用
收藏
页码:12567 / 12571
页数:5
相关论文
共 50 条
  • [31] One-Pot Cascade Michael-Cyclization Reactions of o-Hydroxycinnamaldehydes: Synthesis of Functionalized 2,3-Dihydrobenzofuranes
    Gwon, Sung Hyuk
    Kim, Sung-Gon
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (08): : 2781 - 2784
  • [32] A facile one-pot synthesis of functionalized fused benzochromene derivatives via intramolecular Wittig reactions
    Hossein Eshghi
    Mehdi Bakavoli
    Javad Abedini-Torghabeh
    Mohammad Rahimizadeh
    Mohammad Vakili
    Research on Chemical Intermediates, 2015, 41 : 3359 - 3366
  • [33] A facile one-pot synthesis of functionalized fused benzochromene derivatives via intramolecular Wittig reactions
    Eshghi, Hossein
    Bakavoli, Mehdi
    Abedini-Torghabeh, Javad
    Rahimizadeh, Mohammad
    Vakili, Mohammad
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (06) : 3359 - 3366
  • [34] Fe3O4@SiO2-CeCl3 Catalyzed Chemoselective Synthesis of Functionalized 3-Substituted-1,5-Benzodiazepines via One-pot Multicomponent and Domino Reactions
    Zhou, Laiyun
    Wang, Mingliang
    Wang, Kaixuan
    Wen, Tiantian
    Wang, Lanzhi
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (08)
  • [35] An Efficient One-Pot Synthesis of 1,2,3-Triazole-Fused Chromenes/Quinolines via Oxidative [3+2] Cycloaddition followed by Reductive Cyclization
    Gangaprasad, D.
    Raj, J. Paul
    Karthikeyan, K.
    Rengasamy, R.
    Elangovan, J.
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (23) : 4485 - 4490
  • [36] Copper-Catalyzed Domino Rearrangement/Dehydrogenation Oxidation/Carbene Oxidation for One-Pot Regiospecific Synthesis of Highly Functionalized Polysubstituted Furans
    Cao, Hua
    Jiang, Huanfeng
    Yao, Wenjuan
    Liu, Xiaohang
    ORGANIC LETTERS, 2009, 11 (09) : 1931 - 1933
  • [37] Organocatalytic Enantioselective One-pot Synthesis of Dihydrocoumarins via C-H Oxidation and Cyclization Cascade
    Kim, Kyeong Seop
    Kim, Dae Young
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (10)
  • [38] One-Pot Synthesis of Polysubstituted Spirofluorene-Indene via Ru(II)-Catalyzed [3+2] Annulation and Intramolecular Friedel-Crafts Cyclization
    Zhu, Yu-Qin
    Dong, Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (20): : 9973 - 9979
  • [39] One-Pot Two-Component [3+2] Cycloaddition/Annulation Protocol for the Synthesis of Highly Functionalized Thiophene Derivatives
    Nandi, Ganesh Chandra
    Samai, Subhasis
    Singh, Maya Shankar
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (19): : 8009 - 8014
  • [40] One-Pot Synthesis of Dihydropyrans via CO2 Reduction and Domino Knoevenagel/oxa-Diels-Alder Reactions
    Takaishi, Kazuto
    Nishimura, Ritsuki
    Toda, Yuha
    Morishita, Hajime
    Ema, Tadashi
    ORGANIC LETTERS, 2023, : 1370 - 1374