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
来源：
RSC ADVANCES | 2019年 / 9卷 / 22期
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
  • [21] Facile and efficient synthesis of functionalized iminothiopyran and isothiochromen via one-pot multicomponent reactions
    Hosein Hamadi
    Mehdi Khoobi
    Zinatossadat Hossaini
    Abbas Shafiee
    Molecular Diversity, 2011, 15 : 35 - 40
  • [22] Iron-Catalyzed Domino Process for the Synthesis of α-Carbonyl Furan Derivatives via One-Pot Cyclization Reaction
    Jiang, Huanfeng
    Yao, Wenjuan
    Cao, Hua
    Huang, Huawen
    Cao, Derong
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (15): : 5347 - 5350
  • [23] One-pot synthesis of chiral dehydroproline esters:: [3+2]-type cycloaddition reaction of allenylstannane and α-imino ester
    Fuchibe, Kohei
    Hatemata, Rina
    Akiyama, Takahiko
    TETRAHEDRON, 2006, 62 (49) : 11304 - 11310
  • [24] TBHP/I2-Mediated Domino Oxidative Cyclization for One-Pot Synthesis of Polysubstituted Oxazoles
    Jiang, Huanfeng
    Huang, Huawen
    Cao, Hua
    Qi, Chaorong
    ORGANIC LETTERS, 2010, 12 (23) : 5561 - 5563
  • [25] An alternative synthesis of benzobis(imidazolium) salts via a 'one-pot' cyclization/oxidation reaction sequence
    Boydston, Andrew J.
    Khramov, Dimitri M.
    Bielawski, Christopher W.
    TETRAHEDRON LETTERS, 2006, 47 (29) : 5123 - 5125
  • [26] One-pot synthesis of 2-acylbenzothiazoles from 2-aminobenzenethiols and arylacetonitriles via cyclization and sequential oxidation
    Zhang, Shanshan
    Wang, Shiwei
    Leng, Yuting
    Wu, Yangjie
    TETRAHEDRON LETTERS, 2021, 79
  • [27] One-Pot Synthesis of Functionalized 2,3-Disubstituted Indolines via K2CO3-Promoted Cascade Michael/Aza-Cyclization Reactions
    Kim, Areum
    Kim, Cheolwoong
    Kim, Sung-Gon
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (01): : 417 - 420
  • [28] One-Pot Synthesis of 1H-Indazole-4,7-diols via Iodine(III)-Mediated [3+2] Cyclization in Water
    Hou, Yingwei
    Cai, Chao
    Yu, Guangli
    SYNLETT, 2016, 27 (05) : 773 - 776
  • [29] Synthesis of Highly Functionalized Proline Derivatives via a One-Pot Michael/SN′-Addition/Cyclization Approach
    Kazmaier, Uli
    Schmidt, Christian
    SYNTHESIS-STUTTGART, 2009, (14): : 2435 - 2439
  • [30] Regioselective Synthesis of Highly Functionalized 3-Spiropyrrolidine/pyrrolizidine Oxindoles and Acenaphthenones via One-Pot Four-Component [3+2] Cycloaddition
    Zhao, Kai
    Zhu, Song-Lei
    Shi, Da-Qing
    Xu, Xiao-Ping
    Ji, Shun-Jun
    SYNTHESIS-STUTTGART, 2010, (11): : 1793 - 1803
12345