Highly efficient construction of benzene ring in carbazoles by palladium-catalyzed endo-mode oxidative cyclization of 3-(3′-alkenyl)indoles

被引：96
|
作者：
Kong, AD [1 ]
Han, XL [1 ]
Lu, XY [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2006年 / 8卷 / 07期
关键词：
D O I：
10.1021/ol060039u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient construction of the benzene ring in carbazoles by palladium-catalyzed endo-mode oxidative cyclization of 3-(3'-alkenyl)-indoles was developed. The reaction utilizes benzoquinone as the stoichiometric oxidant and is conducted under mild conditions.
引用
收藏
页码：1339 / 1342
页数：4
相关论文
共 50 条
  • [1] Novel Palladium-Catalyzed Acyloxylation/Cyclization of 2-(3′-Alkenyl)indoles
    Han, Xiuling
    Lu, Xiyan
    ORGANIC LETTERS, 2009, 11 (11) : 2381 - 2384
  • [2] Palladium-Catalyzed Aerobic Oxidative Cyclization of Aliphatic Alkenyl Amides for the Construction of Pyrrolizidine and Indolizidine Derivatives
    Lo, Kai-Yip
    Ye, Liu
    Yang, Dan
    SYNLETT, 2017, 28 (13) : 1570 - 1575
  • [3] Palladium-Catalyzed Construction of Spirooxindoles by Arylative Cyclization of 3-(γ,δ-Disubstituted)allylidene-2-Oxindoles
    Kim, Ko Hoon
    Moon, Hye Ran
    Lee, Junseong
    Kim, Jae Nyoung
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (04) : 701 - 708
  • [4] Highly Chemo- and Diastereoselective Construction of Quaternary Stereocenters through Palladium-Catalyzed [3+2] Cyclization of 5-Alkenyl Thiazolones
    Liu, Yue
    Huang, Qian-Wei
    Li, Qing-Zhu
    Leng, Hai-Jun
    Dai, Qing-Song
    Zeng, Rong
    Liu, Yan-Qing
    Zhang, Xiang
    Han, Bo
    Li, Jun-Long
    ORGANIC LETTERS, 2019, 21 (18) : 7478 - 7483
  • [5] Highly Efficient Construction of 2-Fluoroalkyl Quinolines through a Palladium-Catalyzed 6-endo-trig Heck Cyclization Reaction
    Han, Fangwai
    Yang, Wenqing
    Zhao, Aichun
    Zheng, Ruihong
    Ji, Chenhui
    Liu, Xinqi
    Liu, Guiyan
    Chen, Chen
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (06) : 1124 - 1131
  • [6] Palladium-catalyzed arylative benzannulation of 4-alkynyl-3-alkenyl indoles with arylboronic acids to benzo[cd]indoles
    Sathish, Puppala
    Subbarao, Muppidi
    Prapurna, Y. Lakshmi
    CHEMICAL DATA COLLECTIONS, 2022, 39
  • [7] Palladium-Catalyzed Oxidative Cyclization for the Synthesis of Indolyl/Pyrrolyl 3-Phosphonates
    Mishra, Aniket
    Deb, Indubhusan
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (14) : 2267 - 2272
  • [8] Palladium-Catalyzed Carbonylation of ortho-Alkenyl Iodobenzenes for the Construction of 3-Arylindenones
    Qian, Minxiu
    Yao, Lingyun
    Li, Zhi
    Shao, Xusheng
    Wang, Quannan
    Deng, Wei-Ping
    CHINESE JOURNAL OF CHEMISTRY, 2025,
  • [9] Palladium-Catalyzed Asymmetric [3+4] Cycloadditions for the Construction of Cyclohepta[b]indoles
    Wang Yi
    Zhang Jian
    Liu Yangzi
    Luo Xiaoyan
    Deng Weiping
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (08) : 2864 - 2877
  • [10] Palladium-catalyzed oxidative arylation of trisubstituted olefin: an efficient synthesis of 3-(disubstituted)alkylidene-oxindoles
    Lee, Hyun Ju
    Kim, Ko Hoon
    Kim, Se Hee
    Kim, Jae Nyoung
    TETRAHEDRON LETTERS, 2013, 54 (02) : 170 - 175
12345