Copper-catalyzed synthesis of aryldiazo sulfones from arylhydrazines and sulfonyl chlorides under mild conditions

被引：13
|
作者：
Liu, Jin-Biao [1 ,2 ]
Chen, Fu-Jiao [1 ]
Liu, En [1 ]
Li, Jin-Hui [1 ]
Qiu, Guanyinsheng [3 ]
机构：
[1] Jiangxi Univ Sci & Technol, Sch Met & Chem Engn, Ganzhou 341000, Peoples R China
[2] Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
[3] Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Peoples R China
来源：
NEW JOURNAL OF CHEMISTRY | 2015年 / 39卷 / 10期
关键词：
ARYLAZO ARYL SULFONES; TRANSITION-METAL-COMPLEXES; N'-TOSYL ARYLHYDRAZINES; THERMAL-DECOMPOSITION; DIAZONIUM SALTS; CONJUGATE BASES; AZO-COMPOUNDS; ARYLAZOSULFONES; ARYLATION; AZOXYSULFONES;
D O I：
10.1039/c5nj01760b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In this paper, aryldiazo sulfones are prepared from tandem sulfonylation/dehydrogenation reactions of arylhydrazines and sulfonyl chlorides. The transformations proceed well in the presence of catalytic CuSO4 center dot 5H(2)O, leading to aryldiazo sulfones in good to excellent yields. It is believed that this protocol represents a safe and convenient model for the synthesis of these versatile aryldiazo sulfones under mild conditions.
引用
收藏
页码：7773 / 7776
页数：4
相关论文
共 50 条
  • [31] Copper-Catalyzed Amination of Aryl Halides with Aqueous Ammonia under Mild Conditions
    Quan, Zhengjun
    Xia, Haidong
    Zhang, Zhang
    Da, Yuxia
    Wang, Xicun
    CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (04) : 501 - 506
  • [32] Copper-Catalyzed C-H Azidation of Anilines under Mild Conditions
    Jiao, Ning
    Tang, Conghui
    SYNTHESIS-STUTTGART, 2013, 45 (03): : A21 - A22
  • [33] Copper-Catalyzed Direct Oxidative α-Functionalization of Tetrahydroquinoline in Water under Mild Conditions
    Ramana, Daggupati V.
    Chandrasekharam, Malapaka
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (21) : 4080 - 4083
  • [34] Copper-Catalyzed N-Arylation of Hindered Substrates Under Mild Conditions
    Wentzel, Michael T.
    Hewgley, J. Brian
    Kamble, Rajesh M.
    Wall, Philip D.
    Kozlowski, Marisa C.
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (06) : 931 - 937
  • [35] Copper-Catalyzed Synthesis of β-Keto Sulfones from Enol Silyl Ether and Sodium Arylsulfinates
    Xu Li
    Lu Lanlan
    Wang Xiangshan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (10) : 3644 - 3651
  • [36] Concise Synthesis of 1-Naphthols under Mild Conditions through a Copper-Catalyzed Arylation of Methyl Ketones
    Lou, Zhenbang
    Zhang, Shu
    Chen, Chao
    Pang, Xinlong
    Li, Ming
    Wen, Lirong
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (01) : 153 - 159
  • [37] Synthesis of Functionalized 1H-Indenes via Copper-Catalyzed Arylative Cyclization of Arylalkynes with Aromatic Sulfonyl Chlorides
    Zeng, Xiaoming
    Ilies, Laurean
    Nakamura, Eiichi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (44) : 17638 - 17640
  • [38] PALLADIUM-CATALYZED CROSS-COUPLING OF ORGANOSTANNANES WITH SULFONYL CHLORIDES - A SIMPLE SYNTHESIS OF SULFONES
    LABADIE, SS
    JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11): : 2496 - 2498
  • [39] Replacing palladium: Development of a general copper-catalyzed sulfonamide coupling under mild conditions
    Tedrow, Jason S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [40] Copper-Catalyzed N-Arylation of Sulfoximines with Arylboronic Acids under Mild Conditions
    Gupta, Surabhi
    Baranwal, Siddharth
    Muniyappan, Nalluchamy
    Sabiah, Shahulhameed
    Kandasamy, Jeyakumar
    SYNTHESIS-STUTTGART, 2019, 51 (10): : 2171 - 2182
12345