Manganese-Catalyzed Allylation of Quinazolinones with 4-Vinyl-1,3-dioxolan-2-one via C-H Activation

被引:2
|
作者
Li Yudong [1 ,2 ]
Li Ying [1 ]
Dong Ya'nan [1 ]
Xia Chungu [1 ]
Li Yuehui [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Suzhou Res Inst LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
manganese-catalyzed; allylation; quinazolinones; C-H activation; EXPEDIENT ACCESS; BOND FORMATION; FUNCTIONALIZATION; ARYLATION; SULFAMIDATION; STRATEGIES; ALDEHYDES; IMINES;
D O I
10.6023/cjoc202110002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ortho-allylation of quinazolinones with 4-vinyl-1,3-dioxolan-2-one via manganese catalysis has been described. A series of allylation products with potential applications have been obtained. This protocol is also highlighted by good compatibility of functional groups and excellent E/Z selectivity. This work broadens the scope of Mn-catalyzed C-C coupling reactions.
引用
收藏
页码:847 / 853
页数:7
相关论文
共 57 条
  • [1] Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153J, 10.1021/cr300153j]
  • [2] Iron Catalysis in Organic Synthesis
    Bauer, Ingmar
    Knoelker, Hans-Joachim
    [J]. CHEMICAL REVIEWS, 2015, 115 (09) : 3170 - 3387
  • [3] Nickel Catalysts/N,N′-Bidentate Directing Groups: An Excellent Partnership in Directed C-H Activation Reactions
    Castro, Luis C. Misal
    Chatani, Naoto
    [J]. CHEMISTRY LETTERS, 2015, 44 (04) : 410 - 421
  • [4] Manganese(I)-Catalyzed Regio- and Stereoselective 1,2-Diheteroarylation of Allenes: Combination of C-H Activation and Smiles Rearrangement
    Chen, Shi-Yong
    Han, Xiang-Lei
    Wu, Jia-Qiang
    Li, Qingjiang
    Chen, Yunyun
    Wang, Honggen
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (33) : 9939 - 9943
  • [5] Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds
    Daugulis, Olafs
    Do, Hien-Quang
    Shabashov, Dmitry
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (08) : 1074 - 1086
  • [6] Manganese-catalysed divergent silylation of alkenes
    Dong, Jie
    Yuan, Xiang-Ai
    Yan, Zhongfei
    Mu, Liying
    Ma, Junyang
    Zhu, Chengjian
    Xie, Jin
    [J]. NATURE CHEMISTRY, 2021, 13 (02) : 182 - 190
  • [7] Palladium-catalyzed oxidative homocoupling of 2-arylquinazolinones
    Feng, Yadong
    Wu, Zhengping
    Chen, Ting
    Fu, Qi
    You, Qihua
    Shen, Jinhai
    Cui, Xiuling
    [J]. CHINESE CHEMICAL LETTERS, 2020, 31 (12) : 3263 - 3266
  • [8] Ir-catalyzed regiospecific mono-sulfamidation of arylquinazolinones
    Feng, Yadong
    Zhang, Zhenyue
    Fu, Qi
    Yao, Qiuhong
    Huang, Huabin
    Shen, Jinhai
    Cui, Xiuling
    [J]. CHINESE CHEMICAL LETTERS, 2020, 31 (01) : 58 - 60
  • [9] Iridium-catalysed direct sulfamidation of quinazolinones
    Feng, Yadong
    Li, Yudong
    Yu, Yunliang
    Wang, Lianhui
    Cui, Xiuling
    [J]. RSC ADVANCES, 2018, 8 (16) : 8450 - 8454
  • [10] Low-Valent Cobalt Catalysis: New Opportunities for C-H Functionalization
    Gao, Ke
    Yoshikai, Naohiko
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (04) : 1208 - 1219