Pd-Catalyzed C(sp3)-H Functionalization/Carbenoid Insertion: All-Carbon Quaternary Centers via Multiple C-C Bond Formation

被引：113
|
作者：
Gutierrez-Bonet, Alvaro [1 ]
Julia-Hernandez, Francisco [1 ]
de Luis, Beatriz [1 ]
Martin, Ruben [1 ,2 ]
机构：
[1] Inst Chem Res Catalonia ICIQ, Av Paisos Catalans 16, Tarragona 43007, Spain
[2] Passeig Lluis Co, Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 20期
基金：
欧洲研究理事会;
关键词：
CROSS-COUPLING REACTIONS; H ACTIVATION; DIAZO-COMPOUNDS; ARYLATION; COMPLEXES; MECHANISM; CHLORIDES; ALKANES; ACCESS;
D O I：
10.1021/jacs.6b02867
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A Pd-catalyzed C(sp(3))-H functionalization/carbenoid insertion is described. The method allows for the rapid synthesis of bicyclic frameworks, generating all-carbon quaternary centers via multiple C-C bond formations in a straightforward manner.
引用
收藏
页码：6384 / 6387
页数：4
相关论文
共 50 条
  • [41] Gold(I)-Catalyzed Intramolecular C(sp3)-H Bond Functionalization
    Miguelez, Ruben
    Arto, Omar
    Rodriguez-Arias, Carlos
    Barrio, Pablo
    SYNTHESIS-STUTTGART, 2025, 57 (06): : 1138 - 1152
  • [42] Silver-Catalyzed Oxidative C(sp3)-P Bond Formation through C-C and P-H Bond Cleavage
    Li, Lili
    Huang, Wenbin
    Chen, Lijin
    Dong, Jiaxing
    Ma, Xuebing
    Peng, Yungui
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (35) : 10539 - 10544
  • [43] Cu-Catalyzed Arylcarbocyclization of Alkynes with Diaryliodonium Salts through C-C Bond Formation on Inert C(sp3)-H Bond
    Peng, Jing
    Chen, Chao
    Chen, Junjie
    Su, Xiang
    Xi, Chanjuan
    Chen, Hui
    ORGANIC LETTERS, 2014, 16 (14) : 3776 - 3779
  • [44] Pd-Catalyzed C(sp3)-H Biarylation via Transient Directing Group Strategy
    Ding, Mingruo
    Hua, Wenkai
    Liu, Min
    Zhang, Fengzhi
    ORGANIC LETTERS, 2020, 22 (19) : 7419 - 7423
  • [45] Pincer iridium(III)-catalyzed enantioselective C(sp3)-H functionalization via carbenoid C-H insertion of 3-diazooxindoles with 1,4-cyclohexadiene
    Li, Nan
    Yang, Xiaoyan
    Zhu, Yanyan
    Wang, Fang
    Gong, Junfang
    Song, Maoping
    CHINESE CHEMICAL LETTERS, 2022, 33 (05) : 2437 - 2441
  • [46] Copper catalyzed functionalization of un-activated sp3 C-H bonds via carbon-carbon bond formation
    Okoromoba, Otome
    Warren, Timothy
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [47] Recent Advances on Copper-Catalyzed C-C Bond Formation via C-H Functionalization
    Almasalma, Ahmad A.
    Mejia, Esteban
    SYNTHESIS-STUTTGART, 2020, 52 (18): : 2613 - 2622
  • [48] Palladium-Catalyzed Double Activation and Arylation of 2° and 3° C(sp3)-H Bonds of the Norbornane System: Formation of a C-C Bond at the Bridgehead Carbon and Bridgehead Quaternary Stereocenter
    Parella, Ramarao
    Babu, Srinivasarao Arulananda
    SYNLETT, 2014, 25 (10) : 1395 - 1402
  • [49] Pd-catalyzed silylation of alkenes via allylic C-H bond functionalization
    Zhao, Tony S. N.
    Larsson, Johanna M.
    Szabo, Kalman J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [50] Photoredox-catalyzed C-C bond cleavage of cyclopropanes for the formation of C(sp3)-heteroatom bonds
    Ge, Liang
    Zhang, Chi
    Pan, Chengkai
    Wang, Ding-Xing
    Liu, Dong-Ying
    Li, Zhi-Qiang
    Shen, Pingkang
    Tian, Lifang
    Feng, Chao
    NATURE COMMUNICATIONS, 2022, 13 (01)
12345