Ultrasonic-assisted-synthesis of isoindolin-1-one derivatives

被引:10
|
作者
Mardjan, Muhammad Idham Darussalam [1 ]
Hariadi, Muhamad Fadhly [1 ]
Putri, Indah Mutiara [1 ]
Musyarrofah, Nilna Amalia [1 ]
Salimah, Muflihah [1 ]
Purwono, Bambang [1 ]
Commeiras, Laurent [2 ]
机构
[1] Univ Gadjah Mada, Fac Math & Nat Sci, Dept Chem, Bulaksumur POS BLS 21, Yogyakarta 55281, Indonesia
[2] Aix Marseille Univ, iSm2, Cent Marseille, CNRS, F-13013 Marseille, France
关键词
N-ACYL KETIMINES; MULTICOMPONENT REACTION; STRAIGHTFORWARD ACCESS; 3+2 ANNULATION; SONOCHEMISTRY; CHEMISTRY; ALDEHYDES; LACTAMS;
D O I
10.1039/d2ra02720h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A small library of 3-hydroxyisoindolin-1-ones has been prepared from 3-alkylidenephtalides under ultrasonic irradiation. This practical synthesis is featured by group tolerance, high efficiency and yields. The reaction can also be performed in multigram scale and be further extended to access other motifs of isoindolin-1-ones in a one-pot fashion.
引用
收藏
页码:19016 / 19021
页数:6
相关论文
共 50 条
  • [1] A new approach to the synthesis of non-racemic isoindolin-1-one derivatives
    Allin, SM
    Northfield, CJ
    Page, MI
    Slawin, AMZ
    TETRAHEDRON LETTERS, 1999, 40 (01) : 141 - 142
  • [2] A GENERAL SYNTHESIS OF NOVEL QUINOLINE-BASED ISOINDOLIN-1-ONE DERIVATIVES
    Zhang, Hong
    Li, Yang
    HETEROCYCLES, 2015, 91 (11) : 2180 - 2189
  • [3] A highly diastereoselective synthesis of 3-substituted isoindolin-1-one derivatives
    Allin, SM
    Northfield, CJ
    Page, MI
    Slawin, AMZ
    TETRAHEDRON LETTERS, 1999, 40 (01) : 143 - 146
  • [4] Synthesis of Indolin-2-one, Isoindolin-1-one, and Indole Derivatives from Homophthalic Acid
    Kilikli, Alper A.
    Dengiz, Cagatay
    Ozcan, Sevil
    Balci, Metin
    SYNTHESIS-STUTTGART, 2011, (22): : 3697 - 3705
  • [5] Synthesis of isoindolin-1-one derivatives via multicomponent reactions of methyl 2-formylbenzoate and intramolecular amidation
    Lei, Jie
    Xu, Zhi-Gang
    Li, Shi-Qiang
    Xu, Jia
    Zhu, Jin
    Chen, Zhong-Zhu
    MOLECULAR DIVERSITY, 2016, 20 (04) : 859 - 865
  • [6] Synthesis of isoindolin-1-one derivatives via multicomponent reactions of methyl 2-formylbenzoate and intramolecular amidation
    Jie Lei
    Zhi-Gang Xu
    Shi-Qiang Li
    Jia Xu
    Jin Zhu
    Zhong-Zhu Chen
    Molecular Diversity, 2016, 20 : 859 - 865
  • [7] Novel water-soluble sedative-hypnotic agents: Isoindolin-1-one derivatives
    Kanamitsu, Noriniasa
    Osaki, Takashi
    I-Rsuji, Yutaka
    Yoshimura, Masakazu
    Tsuilmoto, Hisashi
    Soga, Manabu
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (12) : 1682 - 1688
  • [8] Lewis acid-catalyzed cascade radical addition/cyclization for the synthesis of 3-substituted isoindolin-1-one derivatives
    Zhang, Lianjin
    Kim, Jin Bum
    Jang, Doo Ok
    TETRAHEDRON LETTERS, 2014, 55 (16) : 2654 - 2658
  • [9] Isoindolin-1-one derivatives as urease inhibitors: Design, synthesis, biological evaluation, molecular docking and in-silico ADME evaluation
    Peytam, Fariba
    Adib, Mehdi
    Mahernia, Shabnam
    Rahmanian-Jazi, Mahmoud
    Jahani, Mehdi
    Masoudi, Behrad
    Mandavi, Mohammad
    Amanlou, Massoud
    BIOORGANIC CHEMISTRY, 2019, 87 : 1 - 11
  • [10] Microwave-Assisted Reductive Amination of 2-Carboxybenzaldehydes with Amines for the Synthesis of N-Substituted Isoindolin-1-one
    Muvvala, Subhashini
    Kumari, Krishnaiah
    Miriyala, Venkatesh
    Mogili, Padma
    Chidara, Sridhar
    Maddirala, Shambabu Joseph
    Saxena, Abhishek
    Behera, Manoranjan
    CHEMISTRYSELECT, 2022, 7 (33):