Highly efficient iron phthalocyanine catalyzed oxidative synthesis of imines from alcohols and amines

被引:20
|
作者
Bala, Manju [1 ]
Verma, Praveen Kumar [1 ]
Kumar, Neeraj [1 ]
Sharma, Upendra [1 ]
Singh, Bikram [1 ]
机构
[1] Inst Himalayan Bioresource Technol, CSIR, Nat Plant Prod Div, Palampur 176061, Himachal Prades, India
关键词
iron phthalocyanine; imine synthesis; oxidative coupling; alcohols; amines; ASYMMETRIC TRANSFER HYDROGENATION; ONE-POT SYNTHESIS; REDUCTION; COMPLEXES; RUTHENIUM; SECONDARY;
D O I
10.1139/cjc-2012-0399
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient iron phthalocyanine catalyzed method was developed for direct oxidative coupling of alcohols with amines to afford corresponding imines. The present protocol is applicable to various substituted aromatic and aliphatic alcohols and amines. The reaction is believed to proceed via activation of alcohols by iron phthalocyanines through Lewis acid-base interaction to form aldehydes, which by nucleophilic attack of amines are converted into the corresponding imines.
引用
收藏
页码:732 / 737
页数:6
相关论文
共 50 条
  • [1] Copper-catalyzed highly efficient aerobic oxidative synthesis of imines from alcohols and amines
    Kang, Qiang
    Zhang, Yugen
    GREEN CHEMISTRY, 2012, 14 (04) : 1016 - 1019
  • [2] Iron-Catalyzed Direct Synthesis of Imines from Amines or Alcohols and Amines via Aerobic Oxidative Reactions under Air
    Zhang, Erlei
    Tian, Haiwen
    Xu, Sendong
    Yu, Xiaochun
    Xu, Qing
    ORGANIC LETTERS, 2013, 15 (11) : 2704 - 2707
  • [3] Manganese-Catalyzed Synthesis of Imines from Primary Alcohols and (Hetero)Aromatic Amines
    Raydan, Daniel
    Friaes, Sofia
    Viduedo, Nuno
    Santos, A. Sofia
    Gomes, Clara S. B.
    Royo, Beatriz
    Marques, M. Manuel B.
    SYNLETT, 2022, 33 (13) : 1290 - 1294
  • [4] General, Green, and Scalable Synthesis of Imines from Alcohols and Amines by a Mild and Efficient Copper-Catalyzed Aerobic Oxidative Reaction in Open Air at Room Temperature
    Tian, Haiwen
    Yu, Xiaochun
    Li, Qiang
    Wang, Jianxin
    Xu, Qing
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (14-15) : 2671 - 2677
  • [5] NaOH-Catalyzed Imine Synthesis: Aerobic Oxidative Coupling of Alcohols and Amines
    Donthiri, Ramachandra Reddy
    Patil, Rajendra D.
    Adimurthy, Subbarayappa
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (24) : 4457 - 4460
  • [6] Molybdenum-Catalyzed Dehydrogenative Synthesis of Imines from Alcohols and Amines
    Azizi, Kobra
    Madsen, Robert
    CHEMCATCHEM, 2018, 10 (17) : 3703 - 3708
  • [7] Vanadium catalyzed direct synthesis of imines from amines or alcohols and amines by an aerobic oxidative reaction under mild conditions
    Wang, Lianyue
    Chen, Bo
    Ren, Lanhui
    Zhang, Henyun
    Lu, Ying
    Gao, Shuang
    CHINESE JOURNAL OF CATALYSIS, 2015, 36 (01) : 19 - 23
  • [8] An investigation of the effects of CeO2 crystal planes on the aerobic oxidative synthesis of imines from alcohols and amines
    Zhang, Zhixin
    Wang, Yehong
    Wang, Min
    Lu, Jianmin
    Li, Lihua
    Zhang, Zhe
    Li, Mingrun
    Jiang, Jingyang
    Wang, Feng
    CHINESE JOURNAL OF CATALYSIS, 2015, 36 (09) : 1623 - 1630
  • [9] Highly active and selective synthesis of imines from alcohols and amines or nitroarenes catalyzed by Pd/DNA in water with dehydrogenation
    Tang, Lin
    Sun, Huayin
    Li, Yunfeng
    Zha, Zhenggen
    Wang, Zhiyong
    GREEN CHEMISTRY, 2012, 14 (12) : 3423 - 3428
  • [10] Highly Efficient Heterogeneous Gold-catalyzed Direct Synthesis of Tertiary and Secondary Amines from Alcohols and Urea
    He, Lin
    Qian, Yue
    Ding, Ran-Sheng
    Liu, Yong-Mei
    He, He-Yong
    Fan, Kang-Nian
    Cao, Yong
    CHEMSUSCHEM, 2012, 5 (04) : 621 - 624