Rh(III)-catalyzed synthesis of isoquinolines fromN-hydroxyoximes and alkynes inγ-valerolactone

被引：3
|
作者：
Jiang, Kuan-Chang [1 ]
Wang, Liang [1 ,2 ]
Chen, Qun [1 ]
He, Ming-Yang [1 ]
Shen, Ming-Gui [3 ]
Zhang, Zhi-Hui [1 ]
机构：
[1] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Sch Petrochem Engn, Changzhou 213164, Jiangsu, Peoples R China
[2] Changzhou Vocat Inst Engn, Sch Chem & Pharmaceut Engn, Changzhou 213164, Jiangsu, Peoples R China
[3] Inst Chem Ind Forest Prod, Key Lab Biomass Energy & Mat, Key & Open Lab Forest Chem Engn, Natl Engn Lab Biomass Chem Utilizat, Nanjing, Peoples R China
来源：
SYNTHETIC COMMUNICATIONS | 2021年 / 51卷 / 01期
基金：
中国博士后科学基金;
关键词：
Annulation; C-H activation; isoquinolines; green solvent; ketoximes; C-H ACTIVATION/ANNULATION; BIOMASS-DERIVED SOLVENTS; CROSS-COUPLING REACTIONS; O BOND; SUBSTITUTED ISOQUINOLINES; INTERNAL ALKYNES; ACTIVATION; ARYL; ANNULATION; ACCESS;
D O I：
10.1080/00397911.2020.1819326
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Rh (III)-catalyzed synthesis of isoquinoline derivatives fromN-hydroxyoximes and alkynesviaC-H activation/annulation process in biomass-derived gamma-valerolactone (GVL) has been developed. A series of functional groups were well tolerated, affording the desired products in good to excellent yields.
引用
收藏
页码：94 / 102
页数：9
相关论文
共 50 条
  • [21] Rh(III)-Catalyzed Atroposelective C-H Iodination of 1-Aryl Isoquinolines
    Zheng, Dong-Song
    Zhang, Wen-Wen
    Gu, Qing
    You, Shu-Li
    ACS CATALYSIS, 2023, 13 (08) : 5127 - 5134
  • [22] Rh(III)-Catalyzed Atroposelective C-H Selenylation of 1-Aryl Isoquinolines
    Zheng, Dong-Song
    Xie, Pei-Pei
    Zhao, Fangnuo
    Zheng, Chao
    Gu, Qing
    You, Shu-Li
    ACS CATALYSIS, 2024, 14 (08) : 6009 - 6015
  • [23] Synthesis of Isoquinolines from α-Aryl Vinyl Azides and Internal Alkynes by Rh-Cu Bimetallic Cooperation
    Wang, Yi-Feng
    Toh, Kah Kah
    Lee, Jian-Yuan
    Chiba, Shunsuke
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (26) : 5927 - 5931
  • [24] Cobalt(III)-catalyzed synthesis of pyrroles from enamides and alkynes
    Yu, Wenlong
    Zhang, Wei
    Liu, Yue
    Zhou, Yougui
    Liu, Zhanxiang
    Zhang, Yuhong
    RSC ADVANCES, 2016, 6 (29): : 24768 - 24772
  • [25] Rh(III)-catalyzed synthesis of unsymmetrical acridines from aldehydes and azides using transient directing strategy in biomass-derived -valerolactone
    Shen, Jun
    Liu, Xi
    Wang, Liang
    Chen, Qun
    He, Mingyang
    SYNTHETIC COMMUNICATIONS, 2018, 48 (11) : 1354 - 1362
  • [26] Rh(iii)-Catalyzed olefination to build diverse oxazole derivatives from functional alkynes
    He, Yuan
    Zheng, Ting
    Huang, Yin-Hui
    Dong, Lin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (22) : 4937 - 4942
  • [27] (Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed Oxidative [4+2] Annulation of N-H Imines with Alkynes: Straightforward Synthesis of Multisubstituted Isoquinolines
    Zhang, Shang-Shi
    Liu, Xu-Ge
    Chen, Shi-Yong
    Tan, Dong-Hang
    Jiang, Chun-Yong
    Wu, Jia-Qiang
    Li, Qingjiang
    Wang, Honggen
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (10) : 1705 - 1710
  • [28] Facile Rh(III)-Catalyzed Synthesis of Fluorinated Pyridines
    Chen, Shuming
    Bergman, Robert G.
    Ellman, Jonathan A.
    ORGANIC LETTERS, 2015, 17 (11) : 2567 - 2569
  • [29] Synthesis of Mesoionic Isoquinolines by Rhodium(III)-Catalyzed C-H Activation
    Zhang, Wei
    Wang, Cheng-Qi
    Lin, Hui
    Dong, Lin
    Xu, Yan-Jun
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (03) : 907 - 910
  • [30] Direct Assembly of Vinyl Fluorinated Isoquinolines Via Rh(III)-Catalyzed [4+2] Annulation
    Luo, Yi
    Zeng, Yang-Hao
    Dong, Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (15): : 10789 - 10800
12345