One-Pot Three-Component Synthesis of Indolyl-4H-chromene-3-sulfonyl Fluoride: A Class of Important Pharmacophore

被引:8
|
作者
Yin, Cheng-Lin [1 ,2 ]
Qin, Richard Zijian [1 ,2 ]
Qin, Hua-Li [1 ,2 ]
机构
[1] Wuhan Univ Technol, State Key Lab Silicate Mat Architectures, Wuhan 430070, Hubei, Peoples R China
[2] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 05期
基金
中国国家自然科学基金;
关键词
ETHENESULFONYL FLUORIDE; SULFONYL FLUORIDES; SALICYLIC ALDEHYDES; CATALYZED REACTION; ANTICANCER AGENTS; DRUG DISCOVERY; SUFEX; INDOLE; ELECTROPHILES; CONSTRUCTION;
D O I
10.1021/acs.joc.3c02706
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot, sequential three-component reaction between salicylaldehyde, indole, and 2-bromoprop-2-ene-1-sulfonyl fluoride (BPESF) has been demonstrated for the synthesis of sulfonyl fluoride substituted 4H-chromene derivatives in moderate to excellent yields (45%-94%). This one-pot sequential method features easily available starting materials, wide substrate scope, mild conditions, and great efficiency.
引用
收藏
页码:3618 / 3628
页数:11
相关论文
共 50 条
  • [11] Convenient One-Pot Three-Component Synthesis of Trifluoromethylated Tetrahydrobenzo[g]chromene Derivatives
    Duan, Yijun
    Wang, Xu
    Xu, Xiaoling
    Kang, Zhangping
    Zhang, Min
    Song, Liping
    Deng, Hongmei
    SYNTHESIS-STUTTGART, 2013, 45 (15): : 2193 - 2200
  • [12] Highly Efficient One-Pot Three-Component Synthesis and Antimicrobial Activity of 2-Amino-4H-chromene Derivatives
    Aminkhani, Ali
    Talati, Mina
    Sharifi, Roholah
    Chalabian, Firouzeh
    Katouzian, Fatemeh
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (06) : 1812 - 1819
  • [13] An efficient synthesis of 4H-chromene, 4H-pyran, and oxepine derivatives via one-pot three-component tandem reactions
    Kazemi, Bagher
    Javanshir, Shahrzad
    Maleki, Ali
    Safari, Mostafa
    Khavasi, Hamid Reza
    TETRAHEDRON LETTERS, 2012, 53 (51) : 6977 - 6981
  • [14] Highly efficient three-component, one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives
    Hong-Juan Wang
    Jie Lu
    Zhan-Hui Zhang
    Monatshefte für Chemie - Chemical Monthly, 2010, 141 : 1107 - 1112
  • [15] Highly efficient three-component, one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives
    Wang, Hong-Juan
    Lu, Jie
    Zhang, Zhan-Hui
    MONATSHEFTE FUR CHEMIE, 2010, 141 (10): : 1107 - 1112
  • [16] Stereoselective one-pot, three-component synthesis of 4-amidotetrahydropyran
    Reddy, U. C.
    Raju, B. Rama
    Kumar, E. K. Pramod
    Saikia, Anil K.
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (04): : 1628 - 1630
  • [17] A three-component, one-pot synthesis of oxazinoquinolin-3-one derivatives
    Shakibaei, Gazaleh Imani
    Khavasi, Hamid Reza
    Mirzaei, Peiman
    Bazgir, Ayoob
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (05) : 1481 - 1484
  • [18] One-pot three-component synthesis of the spiroacenaphthylene derivatives
    Saeedi, Mina
    Heravi, Majid M.
    Beheshtiha, Yahya S.
    Oskooie, Hossein A.
    TETRAHEDRON, 2010, 66 (29) : 5345 - 5348
  • [19] Enantioselective one-pot three-component synthesis of propargylamines
    Bisai, Alakesh
    Singh, Vinod K.
    ORGANIC LETTERS, 2006, 8 (11) : 2405 - 2408
  • [20] One-pot three-component synthesis of novel spiroindenoquinoxalines
    Feiran Chen
    Jia Zheng
    Mingming Huang
    Yiqun Li
    Research on Chemical Intermediates, 2015, 41 : 5545 - 5554