Switchable Cobalt-Catalyzed α-Olefination and α-Alkylation of Nitriles with Primary Alcohols

被引:24
|
作者
Paudel, Keshav [1 ,2 ]
Xu, Shi [1 ]
Ding, Keying [1 ,2 ]
机构
[1] Middle Tennessee State Univ, Dept Chem, Murfreesboro, TN 37132 USA
[2] Middle Tennessee State Univ, Mol Biosci Program, Murfreesboro, TN 37132 USA
基金
美国国家科学基金会;
关键词
ALPHA; BETA-UNSATURATED NITRILES; HYDROGENATION; DEHYDROGENATION; ACETONITRILE; CYANATION; AMINES; EARTH;
D O I
10.1021/acs.orglett.1c01553
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first switchable alpha-olefination and alpha-alkylation of nitriles with primary alcohols catalyzed by a well-defined base transition-metal Co complex was presented. A broad variety of nitriles and primary alcohols are selectively and efficiently converted to the corresponding products by this method. It is noteworthy that the transformation is environmentally benign and atom efficient with H-2 and H2O being the sole byproducts.
引用
收藏
页码:5028 / 5032
页数:5
相关论文
共 50 条
  • [41] Cobalt-Catalyzed Acceptorless Dehydrogenation of Alcohols to Carboxylate Salts and Hydrogen
    Pradhan, Deepak Ranjan
    Pattanaik, Sandip
    Kishore, Jugal
    Gunanathan, Chidambaram
    ORGANIC LETTERS, 2020, 22 (05) : 1852 - 1857
  • [42] A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides
    Liu, Weiping
    Leischner, Thomas
    Li, Wu
    Junge, Kathrin
    Beller, Matthias
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (28) : 11321 - 11324
  • [43] From alkenes to alcohols by cobalt-catalyzed hydroformylation-reduction
    Achonduh, George
    Yang, Qian
    Alper, Howard
    TETRAHEDRON, 2015, 71 (08) : 1241 - 1246
  • [44] Cobalt-catalyzed dehydrogenative functionalization of alcohols: Progress and future prospect
    Borthakur, Ishani
    Sau, Anirban
    Kundu, Sabuj
    COORDINATION CHEMISTRY REVIEWS, 2022, 451
  • [45] Cobalt-Catalyzed Reduction of Aldehydes to Alcohols via the Hydroboration Reaction
    Lewandowski, Dariusz
    Hreczycho, Grzegorz
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2024, 25 (14)
  • [46] Cobalt-catalyzed aerobic oxidation of (E)- and (Z)-bishomoallylic alcohols
    Perez, Barbara Menendez
    Hartung, Jens
    TETRAHEDRON LETTERS, 2009, 50 (08) : 960 - 962
  • [47] Ruthenium-catalyzed β-alkylation of secondary alcohols with primary alcohols
    Bai, Wei
    Jia, Guochen
    INORGANICA CHIMICA ACTA, 2015, 431 : 234 - 241
  • [48] Ruthenium-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
    Cheung, Hung Wai
    Lee, Ting Yan
    Lui, Ho Yin
    Yeung, Chi Hung
    Lau, Chak Po
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (18) : 2975 - 2983
  • [49] Ruthenium(III)-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
    Wang, Qingfu
    Wu, Kaikai
    Yu, Zhengkun
    ORGANOMETALLICS, 2016, 35 (09) : 1251 - 1256
  • [50] Cobalt-Catalyzed Directed Alkylation of Olefinic C-H Bond with Primary and Secondary Alkyl Chlorides
    Yamakawa, Takeshi
    Seto, Yuan Wah
    Yoshikai, Naohiko
    SYNLETT, 2015, 26 (03) : 340 - 344