The direct decarboxylative allylation of N-arylglycine derivatives by photoredox catalysis

被引:39
|
作者
Duan, Yingqian [1 ]
Zhang, Muliang [1 ]
Ruzi, Rehanguli [1 ]
Wu, Zhongkai [1 ]
Zhu, Chengjian [1 ,2 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 04期
关键词
ALPHA-AMINO-ACIDS; INDUCED RADICAL ALLYLATION; CARBOXYLIC-ACIDS; BOND FORMATION; TRIFLUOROMETHYLATION; FUNCTIONALIZATION; DIFUNCTIONALIZATION; SULFONES; ALKENES;
D O I
10.1039/c6qo00711b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct decarboxylative allylation of N-arylglycine derivatives has been accomplished via visible-light photoredox catalysis. With the substrates of N-aryl glycine derivatives and allylsulfone, a series of allylation products by a redox-neutral process were readily synthesized in good yields under mild conditions. The further utility of this allylation reaction has also been evaluated for valuable structural motifs.
引用
收藏
页码:525 / 528
页数:4
相关论文
共 50 条
  • [31] Aromatic arsenic compounds II The amides and alkyl amides of N-arylglycine arsonic acids
    Jacobs, WA
    Heidelberger, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1919, 41 : 1587 - 1600
  • [32] Direct arylation of N-heterocycles enabled by photoredox catalysis
    Li, Heng-Hui
    Li, Shaoyu
    Cheng, Jun Kee
    Xiang, Shao-Hua
    Tan, Bin
    CHEMICAL COMMUNICATIONS, 2022, 58 (27) : 4392 - 4395
  • [33] Decarboxylative sp3 C–N coupling via dual copper and photoredox catalysis
    Yufan Liang
    Xiaheng Zhang
    David W. C. MacMillan
    Nature, 2018, 559 : 83 - 88
  • [34] Decarboxylative alkylation of biologically relevant heterocycles using photoredox catalysis
    Sun, Alexandra
    McClain, Edward
    Beatty, Joel
    Stephenson, Corey
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [35] Decarboxylative Elimination of N-Acyl Amino Acids via Photoredox/Cobalt Dual Catalysis
    Cartwright, Kaitie C.
    Tunge, Jon A.
    ACS CATALYSIS, 2018, 8 (12): : 11801 - 11806
  • [36] Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis
    Ventre, Sandrine
    Petronijevic, Filip R.
    MacMillan, David W. C.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (17) : 5654 - 5657
  • [37] Decarboxylative sp3 C-N coupling via dual copper and photoredox catalysis
    Liang, Yufan
    Zhang, Xiaheng
    MacMillan, David W. C.
    NATURE, 2018, 559 (7712) : 83 - +
  • [38] Decarboxylative sp3 C-N coupling via dual copper/photoredox catalysis
    Liang, Yufan
    Zhang, Xiaheng
    MacMillan, David
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [39] Decarboxylative Allylation of Amino Alkanoic Acids and Esters via Dual Catalysis
    Lang, Simon B.
    O'Nele, Kathryn M.
    Tunge, Jon A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (39) : 13606 - 13609
  • [40] Aromatic arsenic compounds III The ureides and beta-substituted ureides of N-arylglycine arsonic acids
    Jacobs, WA
    Heidelberger, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1919, 41 : 1600 - 1610