A facile and efficient procedure for the deoxygenation of sulfoxides to sulfides with the HfCl4/Zn system

被引:8
|
作者
Yoo, Byung Woo [1 ]
Yu, Bo Ran [1 ]
Yoon, Cheol Min [1 ]
机构
[1] Korea Univ, Dept Adv Mat Chem, Sejong 339700, South Korea
关键词
sulfoxide; zinc; hafnium(IV) chloride; sulfide; deoxygenation; AMINE-N-OXIDES; MILD; REDUCTION; SELENOXIDES;
D O I
10.1080/17415993.2015.1031234
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of sulfoxides with the HfCl4/Zn system in acetonitrile at room temperature has been shown to provide the corresponding sulfides in high yields. This new methodology is highly chemoselective, tolerating several functional groups such as -Br, -Cl, -OCH3, -CHO and double bond.
引用
收藏
页码:358 / 363
页数:6
相关论文
共 50 条
  • [1] Mild and Efficient Deoxygenation of Sulfoxides to Sulfides Using HfCl4/KBH4 System
    Zhang, Jianghua
    Gao, Xinqin
    Zhang, Chengyi
    Zhang, Cheng
    Luan, Jiming
    Zhao, Defeng
    SYNTHETIC COMMUNICATIONS, 2010, 40 (12) : 1794 - 1801
  • [2] EFFICIENT OXIDATION OF SULFIDES TO SULFOXIDES AND DEOXYGENATION OF SULFOXIDES OVER CARBONACEOUS SOLID ACID
    Atabaki, Fariborz
    Abedini, Ebrahim
    Shokrolahi, Arash
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2015, 190 (07) : 1169 - 1176
  • [3] A facile and efficient deoxygenation of sulfoxides with Mo(CO)6
    Yoo, Byung Woo
    Song, Min Suk
    Park, Min Choi
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2007, 28 (02): : 171 - 172
  • [4] Mild and efficient deoxygenation of sulfoxides to sulfides with triflic anhydride/potassium iodide reagent system
    Bahrami, Kiumars
    Khodaei, Mohammad Mehdi
    Karimi, Ahmad
    SYNTHESIS-STUTTGART, 2008, (16): : 2543 - 2546
  • [5] Rapid and efficient deoxygenation of sulfoxides to sulfides with tantalum(V) chloride/sodium iodide system
    Yoo, Byung Woo
    Park, Jeeyeon
    Shin, Hyo Jong
    Yoon, Cheol Min
    JOURNAL OF SULFUR CHEMISTRY, 2017, 38 (06) : 597 - 603
  • [6] Highly Efficient System for Reduction of Carboxylic Acids and Their Derivatives to Alcohols by HfCl4/KBH4
    Zhang, Jianghua
    Gao, Xinqin
    Zhang, Chengyi
    Ma, Jianfei
    Zhao, Defeng
    SYNTHETIC COMMUNICATIONS, 2009, 39 (09) : 1640 - 1654
  • [7] MILD AND EFFICIENT DEOXYGENATION OF SULFOXIDES TO SULFIDES WITH CP2TiCl2/GALLIUM SYSTEM
    Yoo, Byung Woo
    Min, Sang Ki
    SYNTHETIC COMMUNICATIONS, 2011, 41 (20) : 2993 - 2996
  • [8] A mild, efficient, and selective procedure for the deoxygenation of sulfoxides with the TaCl5/indium system
    Yoo, Byung Woo
    Lee, Min Kyung
    Yoon, Cheol Min
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2016, 191 (06) : 807 - 810
  • [9] ELIMINATIVE DEOXYGENATION - THE FACILE FORMATION OF ALPHA-TRIMETHYLSILYL VINYL SULFIDES FROM SULFOXIDES
    MILLER, RD
    HASSIG, R
    TETRAHEDRON LETTERS, 1984, 25 (47) : 5351 - 5354
  • [10] FACILE AND MILD REDUCTION OF SULFOXIDES TO SULFIDES WITH TICL4/SM SYSTEM
    WANG, JQ
    ZHANG, YM
    SYNTHETIC COMMUNICATIONS, 1995, 25 (22) : 3545 - 3547