An Iron-Catalyzed Direct Approach to Amides from Benzyl Azides via C-C Bond Cleavage

被引：1
|
作者：
Ou, Yang [1 ]
Qin, Chong [1 ]
Song, Song [1 ]
Jiao, Ning [1 ,2 ]
机构：
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 19期
基金：
中国国家自然科学基金;
关键词：
C-C bond cleavage; azides; amides; rearrangement; H AZIDATION; SCHMIDT REACTION; DIRECT TRANSFORMATION; HYDROXYALKYL AZIDES; COUPLING REAGENTS; ROOM-TEMPERATURE; ALKYL AZIDES; NITROGENATION; KETONES; ARYL;
D O I：
10.1055/s-0034-1380222
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel iron-catalyzed transformation of benzyl azides to give the corresponding amides via C-C bond cleavage under mild reaction conditions is developed. This method provides a new synthetic tool for the construction of amides and the opportunity to accomplish C-C functionalization under mild conditions.
引用
收藏
页码：2971 / 2975
页数：5
相关论文
共 50 条
  • [1] Iron-Catalyzed C?H and C?C Bond Cleavage: A Direct Approach to Amides from Simple Hydrocarbons
    Qin, Chong
    Zhou, Wang
    Chen, Feng
    Ou, Yang
    Jiao, Ning
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (52) : 12595 - 12599
  • [2] Iron-catalyzed azidation of cyclobutanol by C-C bond cleavage
    Liu, Xiaoyuan
    Wang, Limei
    Zhan, Jincheng
    Sun, Shutao
    Liu, Lei
    Li, Wei
    Wan, Qian
    TETRAHEDRON LETTERS, 2024, 140
  • [3] Iron-Catalyzed C-C Bond Cleavage of Oximes for Direct Coupling of Benzothiazole in Water
    Zhou, Wuxin
    Long, Yang
    Xiang, Haifeng
    Xu, Buyi
    Zhou, Xiangge
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07): : 4875 - 4879
  • [4] Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
    Chen, Chenhui
    Wang, Hongliang
    Sun, Yufeng
    Cui, Jiayan
    Xie, Jianbo
    Shi, Yang
    Yu, Shijia
    Hong, Xin
    Lu, Zhan
    ISCIENCE, 2020, 23 (04)
  • [5] Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C-C Bond Cleavage
    Sun, Qing-Xin
    Chen, He
    Liu, Shuai
    Wang, Xiao-Qiang
    Duan, Xin-Hua
    Guo, Li-Na
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (17): : 11987 - 11997
  • [6] Iron-Catalyzed C-C Bond Cleavage and C-N Bond Formation
    Li, Wenjuan
    Zheng, Xiaojian
    Li, Zhiping
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (01) : 181 - 190
  • [7] A facile iron-catalyzed dual C-C bond cleavage: an approach towards triarylmethanes
    Paul, Dipankar
    Khatua, Snehadrinarayan
    Chatterjee, Paresh Nath
    NEW JOURNAL OF CHEMISTRY, 2019, 43 (25) : 10056 - 10065
  • [8] Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols
    Liu, Wei
    Wu, Qiang
    Wang, Miao
    Huang, Yahao
    Hu, Peng
    ORGANIC LETTERS, 2021, 23 (21) : 8413 - 8418
  • [9] Base-catalyzed synthesis of amides and imines via C-C and C=C bond cleavage
    Yadav, Dilip Kumar T.
    Bhanage, Bhalchandra M.
    RSC ADVANCES, 2015, 5 (16) : 12387 - 12391
  • [10] Iron-Catalyzed Oxidative C-C Bond Cleavage of Unstrained Tertiary Alkyl Aromatics to Arylketones
    Xu, Ning
    Zhou, Lulu
    Zhao, Linlin
    Guo, Mengying
    Yang, Linlin
    Han, Wei
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (15) : 2524 - 2529
12345