Palladium-Catalyzed Intramolecular Cyclization: Access to Rare Pentacyclic N-Fused Heterocycles

被引:15
|
作者
Mondal, Suresh Kumar [1 ,2 ]
Ali, Sk Asraf [1 ]
Manna, Susanta Kumar [1 ,2 ]
Mandal, Arabinda [1 ]
Senapati, Bidyut Kumar [3 ]
Hossain, Maidul [2 ]
Samanta, Shubhankar [1 ]
机构
[1] Bidhannagar Coll, Dept Chem, Kolkata 700064, India
[2] Vidyasagar Univ, Dept Chem & Chem Technol, Midnapore 721102, W Bengal, India
[3] Prabhat Kumar Coll, Dept Chem, Contai 721401, India
来源
CHEMISTRYSELECT | 2017年 / 2卷 / 29期
关键词
C-H Arylation; N-fused heterocycles; Pd-catalyst; Polycyclic; Pyrrole; CROSS-COUPLING REACTIONS; NITROGEN-HETEROCYCLES; DIRECT ARYLATION; ARYL CHLORIDES; DERIVATIVES; INDOLES; FACILE; FUNCTIONALIZATION; IMIDAZOLES; PYRROLES;
D O I
10.1002/slct.201701800
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report a rare pentacyclic N-fused hetrocycle synthesis via palladium catalyzed intramolecular C-H arylation along with the brief synthetic study of new type of bicyclic/tricyclic pyrrole rings. This pyrrole rings provided diversely substituted polycyclic nitrogen fused heterocycles from N-benzyl/N-benzyloxy pyrroles with good to excellent yields.
引用
收藏
页码:9312 / 9318
页数:7
相关论文
共 50 条
  • [31] Indole synthesis via palladium-catalyzed intramolecular cyclization of alkynes and imines
    Takeda, A
    Kamijo, S
    Yamamoto, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (23) : 5662 - 5663
  • [32] PALLADIUM-CATALYZED INTRAMOLECULAR CYCLIZATION OF VINYLOXIRANE REGIOSELECTIVE FORMATION OF CYCLOBUTANOL DERIVATIVE
    ZUCCO, M
    LEBIDEAU, F
    MALACRIA, M
    TETRAHEDRON LETTERS, 1995, 36 (14) : 2487 - 2490
  • [33] A general and efficient palladium-catalyzed intramolecular cyclization reaction of β-brominated porphyrins
    Shen, Dong-Mei
    Liu, Chao
    Chen, Qing-Yun
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (17): : 6508 - 6511
  • [34] Palladium-Catalyzed Synthesis of Dibenzophosphole Oxides via Intramolecular Dehydrogenative Cyclization
    Kuninobu, Yoichiro
    Yoshida, Takuya
    Takai, Kazuhiko
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (18): : 7370 - 7376
  • [35] Total synthesis of (+)-camptothecin via an intramolecular palladium-catalyzed cyclization strategy
    Chavan, Subhash P.
    Pathak, Ashok B.
    Kalkote, Uttam R.
    SYNLETT, 2007, (17) : 2635 - 2638
  • [36] Palladium-Catalyzed Intramolecular Oxidative Arylations for the Synthesis of Fused Biaryl Sulfones
    Laha, Joydev K.
    Sharma, Shubhra
    ACS OMEGA, 2018, 3 (05): : 4860 - 4870
  • [37] Palladium-catalyzed intramolecular vinylarylation of alkene: Access to spirocyclic scaffold
    Hou, Longlei
    Wang, Yifan
    Tong, Xiaofeng
    TETRAHEDRON LETTERS, 2018, 59 (19) : 1804 - 1807
  • [38] Synthesis of N-Heterocycles-Fused Azasilines by Palladium-Catalyzed Si-Si Bond Activation
    Noel-Duchesneau, Ludovik
    Maddaluno, Jacques
    Durandetti, Muriel
    CHEMCATCHEM, 2019, 11 (16) : 4154 - 4160
  • [39] Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization
    Arora, Ramon
    Rodriguez, Jose F.
    Whyte, Andrew
    Lautens, Mark
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (01)
  • [40] Direct construction of bicyclic heterocycles by palladium-catalyzed domino cyclization of propargyl bromides
    Ohno, Hiroaki
    Okano, Akinori
    Kosaka, Shohei
    Tsukamoto, Koji
    Ohata, Miyo
    Ishihara, Kotaro
    Maeda, Hatsuo
    Tanaka, Tetsuaki
    Fujii, Nobutaka
    ORGANIC LETTERS, 2008, 10 (06) : 1171 - 1174