Copper-Catalyzed Aerobic Oxidative Reaction of Sulfonyl Hydrazides with Alcohols: An Easy Access to Sulfinates

被引:46
|
作者
Du, Bingnan [1 ]
Li, Zan [1 ]
Qian, Ping [1 ]
Han, Jianlin [1 ,2 ]
Pan, Yi [1 ,2 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, MaAnShan High Tech Res Inst, Maanshan 238200, Peoples R China
基金
中国国家自然科学基金;
关键词
Aerobic; catalysis; copper; oxidative; sulfonyl hydrazides; ARYLSULFONYL HYDRAZIDES; STEREOSELECTIVE-SYNTHESIS; C-C; ALKENES; FUNCTIONALIZATION; SULFENYLATION; KETONES; SULFONYLHYDRAZIDES; EFFICIENT; IODINE;
D O I
10.1002/asia.201501262
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Cu-catalyzed aerobic oxidative reaction between sulfonyl hydrazides and alcohols has been developed. In this reaction, sulfonyl hydrazides act as the sulfinic acid precursors to react with alcohols, resulting in sulfinic esters with up to 72% yield. This catalytic system tolerates a wide range of sulfonyl hydrazide substrates, and represents a new strategy for the transformation of readily available sulfonyl hydrazides.
引用
收藏
页码:478 / 481
页数:4
相关论文
共 50 条
  • [21] Palladium-Catalyzed Desulfinative Iodination of Sodium Sulfinates and Sulfonyl Hydrazides
    Liu, Saiwen
    Chen, Jinjin
    Zhang, Ran
    Zhao, Feng
    Deng, Guo-Jun
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (11) : 1150 - 1153
  • [22] Copper-Catalyzed Synthesis of Thiosulfonates by Oxidative Coupling of Thiols with Sodium Sulfinates
    Taniguchi, Nobukazu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (26) : 5691 - 5694
  • [23] Copper-Catalyzed Oxidative Hydrosulfonylation of Alkynes Using Sodium Sulfinates in Air
    Taniguchi, Nobukazu
    SYNLETT, 2012, (08) : 1245 - 1249
  • [24] Copper-Catalyzed Aerobic Formation of Unstable Sulfinyl Radicals for the Synthesis of Sulfinates and Thiosulfonates
    Shyam, Pranab K.
    Kim, Yu Kwon
    Lee, Chan
    Jang, Hye-Young
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (01) : 56 - 61
  • [25] Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines
    Chung, Sohyun
    Kim, Jinho
    TETRAHEDRON LETTERS, 2019, 60 (11) : 792 - 795
  • [26] Visible Light Photoredox-Catalyzed Aerobic Oxidative Sulfonylation of Alkynes with Sodium Sulfinates: An Easy Access to β-Keto Sulfones
    Yadav, B.
    Srivastava, S. K.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (12) : 2422 - 2429
  • [27] Copper-catalyzed aerobic oxidative radical alkoxycyclization of tryptamines to access 3-alkoxypyrroloindolines
    Wang, Wei
    Song, Jun-Rong
    Li, Zhi-Yao
    Zhong, Ting
    Chi, Qin
    Ren, Hai
    Pan, Wei-Dong
    RSC ADVANCES, 2021, 11 (29) : 18080 - 18083
  • [28] Copper-Catalyzed Aerobic Oxidation of Azinylmethanes for Access to Trifluoromethylazinylols
    Zheng, Gang
    Liu, Hao
    Wang, Mang
    CHINESE JOURNAL OF CHEMISTRY, 2016, 34 (05) : 519 - 523
  • [29] Copper-Catalyzed Aerobic Oxidative Cyclization of Hydrazones to Pyrazolidinones
    Dos Santos, Aurelie
    El Kaim, Laurent
    Grimaud, Laurence
    Ronsseray, Caroline
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (17) : 3117 - 3121
  • [30] Copper-catalyzed aerobic oxidative synthesis of aryl nitriles from benzylic alcohols and aqueous ammonia
    Tao, Chuanzhou
    Liu, Feng
    Zhu, Youmin
    Liu, Weiwei
    Cao, Zhiling
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (20) : 3349 - 3354