Tunable Di- and Mono-γ-C-H Arylation of Phenylacetamides by Palladium-Catalyzed Domino Reactions

被引：22
|
作者：
Liu, Yunyun [1 ]
Huang, Bin [1 ]
Cao, Xiaoji [2 ]
Wan, Jie-Ping [1 ]
机构：
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China
[2] Zhejiang Univ Technol, Res Ctr Anal & Measurement, 18 Chaowang Rd, Hangzhou 310014, Zhejiang, Peoples R China
来源：
CHEMCATCHEM | 2016年 / 8卷 / 08期
基金：
中国国家自然科学基金;
关键词：
C-H activation; domino reactions; molecular diversity; step economy; tunable selectivity; STEP-ECONOMICAL SYNTHESIS; DIRECTING GROUP; BOND FUNCTIONALIZATIONS; ARYL HALIDES; METAL; ACTIVATION; 8-AMINOQUINOLINE; SULFENYLATION; CONSTRUCTION; OLEFINATION;
D O I：
10.1002/cctc.201600039
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The Pd-catalyzed C-H arylation of phenylacetamides in the position was realized for the first time by means of a domino process consisting of insitu directing group installation and C-H arylation. Unprecedented tunable selectivity between di- and monoactivation of the two identical -C-H bonds was achieved by modifying the reaction conditions; this is a distinct feature of this one-pot procedure for the C-H-activation-based synthesis of diverse amides.
引用
收藏
页码：1470 / 1473
页数：4
相关论文
共 50 条
  • [1] Palladium-Catalyzed Domino Heck/C-H Activation/Intermolecular Direct Arylation Reactions
    Lu, Zhiyao
    Cui, Yuxin
    Jia, Yanxing
    SYNTHESIS-STUTTGART, 2011, (16): : 2595 - 2599
  • [2] Palladium-Catalyzed Electrooxidative Double C-H Arylation
    Lin, Zhipeng
    Oliveira, Joao C. A.
    Scheremetjew, Alexej
    Ackermann, Lutz
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 146 (01) : 228 - 239
  • [3] Palladium-Catalyzed Direct C-H Arylation of Dicyanobenzenes
    Ihanainen, Netta E.
    Kumpulainen, Esa T. T.
    Koskinen, Ari M. P.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (15) : 3226 - 3229
  • [4] Palladium-Catalyzed Benzylic C-H Arylation of Azaarylmethylamines
    Kim, Byeong-Seon
    Jimenez, Jacqueline
    Gao, Feng
    Wash, Patrick J.
    ORGANIC LETTERS, 2015, 17 (23) : 5788 - 5791
  • [5] Palladium-Catalyzed Mono-α-Arylation of Acetone with Aryl Imidazolylsulfonates
    Ackermann, Lutz
    Mehta, Vaibhav P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (33) : 10230 - 10233
  • [6] Palladium-Catalyzed Mono-α-arylation of Acetone at Room Temperature
    MacQueen, Preston M.
    Chisholm, Alicia J.
    Hargreaves, Breanna K. V.
    Stradiotto, Mark
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (31) : 11006 - 11009
  • [7] Palladium-catalyzed C-H bond arylation with aryl chlorides
    Chiong, Hendrich A.
    Daugulis, Olafs
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [8] Palladium-Catalyzed Decarboxylative C-H Bond Arylation of Thiophenes
    Hu, Peng
    Zhang, Min
    Jie, Xiaoming
    Su, Weiping
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (01) : 227 - 231
  • [9] Palladium-catalyzed C-H Arylation of Pyridines with Aryl Triflates
    Jiao, Jiao
    Murakami, Kei
    Itami, Kenichiro
    CHEMISTRY LETTERS, 2016, 45 (05) : 529 - 531
  • [10] Palladium-Catalyzed Decarboxylative C-H Bond Arylation of Furans
    Pei, Kai
    Jie, Xiaoming
    Zhao, Huaiqing
    Su, Weiping
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (20) : 4230 - 4233
12345