TBHP/TFA mediated oxidative cross-dehydrogenative coupling of N-heterocycles with aldehydes

被引：56
|
作者：
Chen, Jiayu [1 ,2 ]
Wan, Miao [1 ]
Hua, Jing [3 ]
Sun, Yi [1 ,2 ]
Lv, Zheng [2 ]
Li, Wei [2 ]
Liu, Lei [1 ,3 ]
机构：
[1] Sch Pharmaceut Sci, Jinan 250012, Peoples R China
[2] Shandong Univ Tradit Chinese Med, Sch Pharm, Dept Pharmaceut Anal, Jinan 250355, Shandong, Peoples R China
[3] Guangxi Normal Univ, Minist Educ China, Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 47期
基金：
美国国家科学基金会;
关键词：
C-H BONDS; STRUCTURALLY DIVERSE; TERTIARY-AMINES; TOLUENE DERIVATIVES; CATALYZED SYNTHESIS; METHYL ARENES; ACTIVATION; C(SP(3))-H; SP(3); ALKYLATION;
D O I：
10.1039/c5ob01763g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An effective and metal-free oxidative cross-dehydrogenative coupling (CDC) of N-heterocycles with diverse aldehydes has been established in the presence of TBHP/TFA. The scope with respect to aldehyde and N-heterocycle components is broad, allowing facile synthesis of a broad range of structurally diverse C-1-acyl substituted heterocycles in good efficiency.
引用
收藏
页码：11561 / 11566
页数：6
相关论文
共 50 条
  • [21] Photoredox-Mediated Direct Cross-Dehydrogenative Coupling of Heteroarenes and Amines
    Dong, Jianyang
    Xia, Qing
    Lv, Xueli
    Yang, Changcun
    Song, Hongjian
    Liu, Yuxiu
    Wang, Qingmin
    ORGANIC LETTERS, 2018, 20 (18) : 5661 - 5665
  • [22] Antimony/N-Hydroxyphthalimide as a Catalyst System for Cross-Dehydrogenative Coupling Reactions under Aerobic Conditions
    Tanoue, Arata
    Yoo, Woo-Jin
    Kobayashi, Shu
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (2-3) : 269 - 273
  • [23] Benzylation of heterocyclic N-oxides via direct oxidative cross-dehydrogenative coupling with toluene derivatives
    Wan, L.
    Qiao, K.
    Sun, X. N.
    Di, Z. C.
    Fang, Z.
    Li, Z. J.
    Guo, K.
    NEW JOURNAL OF CHEMISTRY, 2016, 40 (12) : 10227 - 10232
  • [24] Enantioselective cross-dehydrogenative coupling enabled by organocatalysis
    Jiang, Quanbin
    Luo, Jie
    Zhao, Xiaodan
    GREEN CHEMISTRY, 2024, 26 (04) : 1846 - 1875
  • [25] Cross-dehydrogenative coupling involving benzylic and allylic C-H bonds
    Bosque, Irene
    Chinchilla, Rafael
    Gonzalez-Gomez, Jose C.
    Guijarro, David
    Alonso, Francisco
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (13) : 1717 - 1742
  • [26] Cross-dehydrogenative coupling of secondary benzylic ethers with indoles and pyrroles
    Cao, Min
    Mao, Ying
    Huang, Jiancheng
    Ma, Yudao
    Liu, Lei
    TETRAHEDRON LETTERS, 2019, 60 (15) : 1075 - 1078
  • [27] Organoselenium-Catalyzed Cross-Dehydrogenative Coupling of Alkenes and Azlactones
    Wei, Wei
    Zhao, Xiaodan
    ORGANIC LETTERS, 2022, 24 (09) : 1780 - 1785
  • [28] A Free-Radical-Promoted Site-Specific Cross-Dehydrogenative-Coupling of N-Heterocycles with Fluorinated Alcohols
    Xu, Zhengbao
    Hang, Zhaojia
    Chai, Li
    Liu, Zhong-Quan
    ORGANIC LETTERS, 2016, 18 (18) : 4662 - 4665
  • [29] Nickel(II)-Catalyzed Aerobic Cross-Dehydrogenative Coupling for the Synthesis of N-Aryl Tetrahydroisoquinolines
    Wang, Hui
    Wang, Anwei
    Xia, Zhenzhen
    Zhou, Weiyou
    Sun, Zhonghua
    Qian, Junfeng
    He, Mingyang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (07) : 2099 - 2107
  • [30] Electrochemical Cross-Dehydrogenative Coupling of Isochroman and Unactivated Ketones
    Cao, Huan
    Long, Chao-Ji u
    Yang, Dan
    Guan, Zhi
    He, Yan-Hong
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07) : 4145 - 4154
12345