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
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2016年 / 11卷 / 04期
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
  • [31] The copper-catalyzed aerobic oxidative amidation of tertiary amines
    Cheng, Hui-Cheng
    Hou, Wen-Jun
    Li, Zeng-Wen
    Liu, Ming-Yu
    Guan, Bing-Tao
    CHEMICAL COMMUNICATIONS, 2015, 51 (99) : 17596 - 17599
  • [32] Copper-catalyzed aerobic oxidation of primary alcohols to carboxylic acids
    Yu, Yibo
    Zhai, Di
    Zhou, Zhengnan
    Jiang, Sheng
    Qian, Hui
    Ma, Shengming
    CHEMICAL COMMUNICATIONS, 2023, 59 (35) : 5281 - 5284
  • [33] A TEMPO-Free Copper-Catalyzed Aerobic Oxidation of Alcohols
    Xu, Boran
    Lumb, Jean-Philip
    Arndtsen, Bruce A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (14) : 4208 - 4211
  • [34] Palladium/Copper-Catalyzed Oxidative Arylation of Terminal Alkenes with Aroyl Hydrazides
    Zhang, Yong-Gang
    Liu, Xiang-Lei
    He, Zeng-Yang
    Li, Xi-Ming
    Kang, Hong-Jian
    Tian, Shi-Kai
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (10) : 2765 - 2769
  • [35] A Copper-Catalyzed Aerobic Cascade Dehydrogenative Dehalogenative Reaction
    Liang, Lei
    Yang, Guanyu
    Wang, Wei
    Xu, Fengrong
    Niu, Yan
    Sun, Qi
    Xu, Ping
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (07) : 1284 - 1290
  • [36] Construction of Sulfonyl Phthalides via Copper-Catalyzed Oxysulfonylation of 2-Vinylbenzoic Acids with Sodium Sulfinates
    Xiong, Yan-Shi
    Zhang, Bin
    Yu, Yang
    Weng, Jiang
    Lu, Gui
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (21): : 13465 - 13472
  • [37] Copper-catalyzed S-methylation of sulfonyl hydrazides with TBHP for the synthesis of methyl sulfones in water
    Yang, Yu
    Bao, Yajie
    Guan, Qianqian
    Sun, Qi
    Zha, Zhenggen
    Wang, Zhiyong
    GREEN CHEMISTRY, 2017, 19 (01) : 112 - 116
  • [38] Copper-catalyzed oxidative amination of methanol to access quinazolines
    Satish, Gandhesiri
    Polu, Ashok
    Kota, Laxman
    Ilangovan, Andivelu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (19) : 4774 - 4782
  • [39] Copper-Catalyzed Synthesis of Weinreb Amides by Oxidative Amidation of Alcohols
    Yedage, Subhash L.
    Bhanage, Bhalchandra M.
    SYNTHESIS-STUTTGART, 2015, 47 (04): : 526 - 532
  • [40] Copper-Catalyzed Four-Component Reaction of Baylis-Hillman Adducts with Alkynes, Sulfonyl Azides and Alcohols
    Song, Wangze
    Lei, Ming
    Shen, Yang
    Cai, Shuying
    Lu, Wei
    Lu, Ping
    Wang, Yanguang
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (14-15) : 2432 - 2436
12345