Ni-Catalyzed Direct Reductive Amidation via C-O Bond Cleavage

被引：128
|
作者：
Correa, Arkaitz [1 ]
Martin, Ruben [1 ,2 ]
机构：
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 20期
基金：
欧洲研究理事会;
关键词：
UNACTIVATED ALKYL BROMIDES; CROSS-COUPLING REACTIONS; ARYL HALIDES; DIRECT CARBOXYLATION; OXIDATIVE AMIDATION; BENZYL HALIDES; ISOCYANATES; ALDEHYDES; ELECTROPHILES; REACTIVITY;
D O I：
10.1021/ja5029793
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel Ni-catalyzed reductive amidation of C(sp(2))-O and C(sp(3))-O electrophiles with isocyanates is described. This umpolung reaction allows for an unconventional preparation of benzamides using simple starting materials and easy-to-handle Ni catalysts.
引用
收藏
页码：7253 / 7256
页数：4
相关论文
共 50 条
  • [1] Ni-catalyzed direct reductive amidation via C-O bond cleavage
    Martin, R. (rmartinromo@iciq.es), 1600, American Chemical Society (136):
  • [2] Ni-Catalyzed Stannylation of Aryl Esters via C-O Bond Cleavage
    Gu, Yiting
    Martin, Ruben
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (12) : 3187 - 3190
  • [3] Ni-catalyzed C-O bond-cleavage and reductive carboxylation techniques with carbon dioxide
    Martin, Ruben
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [4] Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage
    Zhu, Zhaodong
    Gong, Yuxin
    Tong, Weiqi
    Xue, Weichao
    Gong, Hegui
    ORGANIC LETTERS, 2021, 23 (06) : 2158 - 2163
  • [5] Nickel-Catalyzed Reductive Amidation of Aryl Fluorosulfates with Isocyanates: Synthesis of Amides via C-O Bond Cleavage
    Qin, Gan-Qi
    Wang, Jiao
    Cao, Xu-Rong
    Chu, Xue-Qiang
    Zhou, Xiaocong
    Rao, Weidong
    Zhai, Li-Xin
    Miao, Chengping
    Shen, Zhi-Liang
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (18): : 13735 - 13743
  • [6] Axially Chiral Bridged Biaryls by Ni-Catalyzed Kinetic Asymmetric C-O Bond Cleavage
    Fang, Yijun
    Hu, Jiameng
    Sun, Tingting
    Zhou, Yu
    Luo, Gen
    Cao, Zhi-Chao
    ACS CATALYSIS, 2024, 14 (11): : 8176 - 8183
  • [7] Computational studies on Ni-catalyzed C-O bond activation of esters
    Li, Xin
    Hong, Xin
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2018, 864 : 68 - 80
  • [8] Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides
    Gao, Mengyu
    Sun, Deli
    Gong, Hegui
    ORGANIC LETTERS, 2019, 21 (06) : 1645 - 1648
  • [9] Direct benzylic alkylation via Ni-catalyzed selective benzylic sp 3 C-O activation
    Guan, Bing-Tao
    Xiang, Shi-Kai
    Wang, Bi-Qin
    Sun, Zuo-Peng
    Wang, Yang
    Zhao, Ke-Qing
    Shi, Zhang-Jie
    Journal of the American Chemical Society, 2008, 130 (11): : 3268 - 3269
  • [10] Methylation of arenes via Ni-catalyzed aryl C-O/F activation
    Guan, Bing-Tao
    Xiang, Shi-Kai
    Wu, Tao
    Sun, Zuo-Peng
    Wang, Bi-Qin
    Zhao, Ke-Qing
    Shi, Zhang-Jie
    CHEMICAL COMMUNICATIONS, 2008, (12) : 1437 - 1439
12345