Metal free oxidative coupling of aryl formamides with alcohols for the synthesis of carbamates

被引:20
作者
Reddy, N. Veera [1 ]
Prasad, K. Rajendra [1 ]
Reddy, P. Sudhir [1 ]
Kantam, M. Lakshmi [1 ]
Reddy, K. Rajender [1 ]
机构
[1] CSIR Indian Inst Chem Technol, Inorgan & Phys Chem Div, Hyderabad 500607, Andhra Pradesh, India
关键词
H BOND ACTIVATION; HOFMANN REARRANGEMENT; DIRECT AMIDATION; AMINES; FUNCTIONALIZATION; EFFICIENT; CARBONYLATION; COPOLYMERS; HALIDES; ACCESS;
D O I
10.1039/c4ob00066h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct transformation of N-aryl formamides to the corresponding carbamates via the formation of isocyanate intermediates is achieved in good yields using hypervalent iodine as an oxidant.
引用
收藏
页码:2172 / 2175
页数:4
相关论文
共 50 条
  • [1] Copper-Catalyzed Oxidative Coupling of Formamides with Salicylaldehydes: Synthesis of Carbamates in the Presence of a Sensitive Aldehyde Group
    Barve, Balaji D.
    Wu, Yang-Chang
    El-Shazly, Mohamed
    Chuang, Da-Wei
    Cheng, Yuan-Bin
    Wang, Jeh-Jeng
    Chang, Fang-Rong
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (07) : 3206 - 3214
  • [2] The synthesis of phenyl carbamates catalyzed by iron (II) bromide: An oxidative approach for cross-coupling of phenols with formamides
    Vala, Manoj Kumar
    Sudhakar, Chithaluri
    Adurthi, Suryakumari
    Vanam, Shekhar
    SYNTHETIC COMMUNICATIONS, 2022, 52 (02) : 250 - 257
  • [3] Copper-Catalyzed Oxidative C?O Coupling by Direct C?H Bond Activation of Formamides: Synthesis of Enol Carbamates and 2-Carbonyl-Substituted Phenol Carbamates
    Kumar, G. Sathish
    Maheswari, C. Uma
    Kumar, R. Arun
    Kantam, M. Lakshmi
    Reddy, K. Rajender
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (49) : 11748 - 11751
  • [4] Ligand-Assisted Copper-Catalyzed Oxidative Cross-Coupling of Simple Phenols with Formamides for the Synthesis of Carbamates
    Reddy, Nagireddy Veera
    Kumar, Gadde Sathish
    Kumar, Pailla Santhosh
    Kantam, M. Lakshmi
    Reddy, Kallu Rajender
    SYNLETT, 2014, 25 (15) : 2133 - 2138
  • [5] Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions
    Reddy, Nagireddy Veera
    Kumar, Pailla Santhosh
    Reddy, Peddi Sudhir
    Kantam, Mannepalli Lakshmi
    Reddy, Kallu Rajender
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (02) : 805 - 809
  • [6] Metal Identity Effects in the Pincer Complex-Catalyzed Dehydrogenative Coupling of Formamides with Alcohols to Form Carbamates
    Kassie, Abebu A.
    De la Torre, Ila Y. Castro
    Remy, Matthew S.
    Mukhopadhyay, Sukrit
    Kampf, Jeff
    Qu, Fengrui
    Sanford, Melanie S.
    ORGANOMETALLICS, 2023, 42 (10) : 1030 - 1036
  • [7] An Efficient Ultrasonic-Assisted Synthesis of Enol Carbamates via Oxidative Coupling of Formamides with 1,3-Dicarbonyl Compounds
    Akbari, Jafar
    Meyestani, Alireza Akbari
    LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (07) : 507 - 511
  • [8] Metal-free oxidative synthesis of benzimidazole compounds by dehydrogenative coupling of diamines and alcohols
    Hu, Jiaming
    Li, Mengjia
    Wan, Jing
    Sun, Jinnan
    Gao, Hu
    Zhang, Feng
    Zhang, Zhibing
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (14) : 2852 - 2856
  • [9] A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions
    Guo, Wusheng
    Gonzalez-Fabra, Joan
    Bandeira, Nuno A. G.
    Bo, Carles
    Kleij, Arjan W.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (40) : 11686 - 11690
  • [10] Copper-Catalyzed Coupling of Arylboronic Acids with Potassium Cyanate: A New Approach to the Synthesis of Aryl Carbamates
    Kianmehr, Ebrahim
    Baghersad, Mohammad Hadi
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (14-15) : 2599 - 2603