Palladium-catalyzed reaction of 2-alkynylhalobenzene with 2-alkynylbenzamide: an efficient approach to indeno[1,2-c]azepin-3(2H)-ones

被引：40
|
作者：
Luo, Yong [1 ]
Wu, Jie [1 ,2 ]
机构：
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 39期
基金：
中国国家自然科学基金;
关键词：
CASCADE REACTIONS; ORGANIC-SYNTHESIS; MULTICOMPONENT REACTION; HETEROCYCLIC SYNTHESIS; DOMINO REACTIONS; STRATEGIES; LACTAMS; DERIVATIVES; CYCLIZATION; GENERATION;
D O I：
10.1039/c1cc14480d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel and efficient route for rapid access to indeno[1,2-c]azepin-3(2H)-ones is described, which proceeds through a palladium-catalyzed tandem reaction of 2-alkynylhalobenzene with 2-alkynylbenzamide in the presence of PPh(3) or PCy(3). The indeno[1,2-c] azepin-3(2H)-ones which incorporate both indene and unsaturated seven-membered ring lactam skeletons are obtained in good to excellent yields.
引用
收藏
页码：11137 / 11139
页数：3
相关论文
共 50 条
  • [21] Palladium-Catalyzed Synthesis of 1,2,3,4-Tetrahydro-5H-2-benzazepin-5-ones
    Okuro, Kazumi
    Alper, Howard
    SYNLETT, 2012, (17) : 2531 - 2533
  • [22] Synthesis of 4-alkylsulfanylphthalazin-1(2H)-ones via palladium catalyzed sulfanylation of substituted 4-bromophthalazin-1 (2H)-ones
    Malinowski, Zbigniew
    Fornal, Emilia
    Sierocinska, Beata
    Czeczko, Renata
    Nowak, Monika
    TETRAHEDRON, 2016, 72 (49) : 7942 - 7951
  • [23] 2-Oxobenzo[h]chromene:: a novel entry for the concise and efficient synthesis of indeno[1,2-c]phenanthrenes
    Pratap, Ramendra
    Ram, Vishnu Ji
    TETRAHEDRON LETTERS, 2007, 48 (25) : 4379 - 4382
  • [24] Generation of Indeno[1,2-c]pyrroles via a Pd-Catalyzed Reaction of 2-Allrynylbromobenzene with Propargylic Sulfonamide
    Luo, Yong
    Wu, Jie
    ORGANIC LETTERS, 2012, 14 (06) : 1592 - 1595
  • [25] Palladium-Catalyzed Carbonylation-Decarboxylation of Diethyl(2-iodoaryl)malonates with Imidoyl Chlorides: An Efficient Route to Substituted Isoquinolin-1(2H)-ones
    Zheng, Zhaoyan
    Alper, Howard
    ORGANIC LETTERS, 2008, 10 (21) : 4903 - 4906
  • [26] Palladium-Catalyzed Tandem γ-Arylation/Aromatization of Cyclohex-2-En-1-One Derivatives: A Route to 3,4-Dihydroanthracen-1(2H)-Ones
    Song, Yi-Kang
    Xu, Si-Yu
    Zhang, Shu-Sheng
    Fu, Jian-Guo
    Lin, Guo-Qiang
    Feng, Chen-Guo
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (12) : 3001 - 3005
  • [27] Palladium-Catalyzed Denitrogenation Reaction of 1,2,3-Benzotriazin-4(3H)-ones Incorporating Isocyanides
    Miura, Tomoya
    Nishida, Yui
    Morimoto, Masao
    Yamauchi, Motoshi
    Murakami, Masahiro
    ORGANIC LETTERS, 2011, 13 (06) : 1429 - 1431
  • [28] PHOTOCHEMICAL-REACTION OF 2-ARYL-1,2-BENZISOSELENAZOL-3(2H)-ONES
    KAMIGATA, N
    IZUKA, H
    IZUOKA, A
    KOBAYASHI, M
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (07) : 2179 - 2183
  • [29] 1H-1-PHENACYL, 1-METHYL-1H-INDENO[2,1-B]PYRIDINES AND 2-METHYL-2H-INDENO[1,2-C]PYRIDINE
    PROSTAKOV, NS
    SOLDATENKOV, AT
    FEDOROV, VO
    RADZHAN, PK
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1980, (06): : 850 - 851
  • [30] A NEW APPROACH TO THE SYNTHESIS OF 2-METHYL-4H-FURO[3,2-C][1]BENZOPYRAN-4-ONES AND 2H,5H-PYRANO[3,2-C][1]BENZOPYRAN-5-ONES
    KUMAR, RJ
    KRUPADANAM, GLD
    SRIMANNARAYANA, G
    SYNTHESIS-STUTTGART, 1990, (06): : 535 - 538
12345