Generation of 6H-benzo[f] cyclopenta[d][1,2] thiazepine 5,5-dioxides via a palladium-catalyzed reaction of 2-(2-alkynyl) benzenesulfonamide

被引：8
作者：
Wang, Huanhuan [1 ]
Luo, Yong [1 ]
Hou, Xiufeng [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：
DALTON TRANSACTIONS | 2013年 / 42卷 / 13期
基金：
中国国家自然科学基金;
关键词：
DIVERSITY-ORIENTED SYNTHESIS; ORGANIC-SYNTHESIS; 3-COMPONENT REACTION; DESIGN; 2-ALKYNYLANILINE; CYCLIZATIONS; CHEMISTRY; DISCOVERY; ACTIVATOR; SWITCHES;
D O I：
10.1039/c2dt32452k
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
An efficient approach for the assembly of 6H-benzo[f] cyclopenta[d][ 1,2] thiazepine 5,5-dioxides via a palladium-catalyzed tandem reaction of 2-(2-alkynyl) benzenesulfonamide with 2-alkynylvinyl bromide is reported. This transformation proceeds smoothly through a double carbopalladation with high efficiency.
引用
收藏
页码：4410 / 4415
页数：6
相关论文
共 50 条
  • [31] Synthesis of novel spiro[benzo[4,5]thiazolo[3,2-a]chromeno[2,3-d] pyrimidine-14,3′-indoline]-1,2′,13(2H)-triones via three component reaction
    Jannati, Saeideh
    Esmaeili, Abbas Ali
    [J]. TETRAHEDRON, 2018, 74 (24) : 2967 - 2972
  • [32] Palladium-Catalyzed Three-Component Tandem Cyclization Reaction of 2-(2,3-Allenyl)acylacetates, Organic Halides, and Amines: An Effective Protocol for the Synthesis of 4,5-Dihydro-1H-pyrrole Derivatives
    Cheng, Jiajia
    Jiang, Xuefeng
    Zhu, Can
    Ma, Shengming
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (10) : 1676 - 1682
  • [33] Solid-Phase Synthesis of 2,3,5,6-Tetrahydro-1H-imidazo[1,2-a]benzo[d]-[1,3]diazepines via Pd(OAc)2/Cu(OAc)2-Cocatalyzed Cyclization
    Ou, Lili
    Shao, Zhanying
    Chen, Wenteng
    Giulianotti, Marc A.
    Houghten, Richard A.
    Yu, Yongping
    [J]. SYNLETT, 2011, (15) : 2259 - 2261
  • [34] Synthesis of 6,12-Epiminodibenzo[b,f][1,5]diazocines via an Ytterbium Triflate-Catalyzed, AB2 Three-Component Reaction
    Muthukrishnan, Isravel
    Karuppasamy, Muthu
    Nagarajan, Subbiah
    Maheswari, C. Uma
    Pace, Vittorio
    Carlos Menendez, J.
    Sridharan, Vellaisamy
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (20) : 9687 - 9694
  • [35] Efficient synthesis of dialkyl (2E)-2-(6H,12H-6,12-epiminodibenzo[b, f][1,5]dioxocin-13-yl)but-2-enedioates via a pseudo four-component reaction
    Wang, Ting
    Qian, Siran
    Qing, Xushun
    Wang, Cunde
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2017, (10) : 603 - 607
  • [36] Synthesis of benzo[6,7][1,4]diazepino[1,2-b]indazol-7(6H)-ones and benzo[f]pyrazolo[1,5-a][1,4]diazepin-4-ones via CuI/L-proline catalyzed intramolecular N2-arylation
    Wang, Hong-Jun
    Camara, Fatoumata
    Haber, James C., Jr.
    Mangette, John E.
    [J]. TETRAHEDRON LETTERS, 2015, 56 (08) : 1030 - 1033
  • [37] Polycyclic N-Heterocyclic Compounds. Part 79: Synthesis of 2,4-Disubstituted 6,7-Dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidines as Potential Antiplatelet Aggregators
    Okuda, Kensuke
    Hirota, Takashi
    Sasaki, Kenji
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (06) : 1607 - 1614
  • [38] Transition-metal-free insertion of benzyl bromides into 2-(1H-benzo [d]imidazol-1-yl)benzaldehyde: One-pot switchable syntheses of benzo[4,5]imidazo[1,2-α]quinolin-5(7H)-ones and 3-arylquinolin-4-ones mediated by base
    Xu, Huayan
    Xu, Liang
    Luo, Xiaowei
    Wang, Junfeng
    Zhou, Xuefeng
    Yang, Bin
    Li, Ding
    Luo, Zaigang
    Liu, Yonghong
    Liao, Shengrong
    [J]. TETRAHEDRON, 2019, 75 (19) : 2785 - 2796
  • [39] Novel 5-fluoro-6-(4-(2-fluorophenyl)piperazin-1-yl)-2-(4-(4-methylpiperazin-1-yl)phenyl)-1H-benzo[d]imidazole Derivatives as Promising Urease Inhibitors
    Moghadam, Ebrahim Saeedian
    Al-Sadi, Abdullah Mohammed
    Talebi, Meysam
    Amanlou, Massoud
    Stoll, Raphael
    Amini, Mohsen
    Abdel-Jalil, Raid
    [J]. LETTERS IN DRUG DESIGN & DISCOVERY, 2024, 21 (02) : 297 - 304
  • [40] Discovery of 2-(2-chloro-6-fluorophenyl)amino)-N-(3-fluoro-5-(trifluoromethyl)phenyl)-1-methyl-7,8-dihydro-1H-[1,4]dioxino [2′,3′:3,4]benzo[1,2-d]imidazole-5-carboxamide as potent, selective and efficacious microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitor
    Muthukaman, Nagarajan
    Deshmukh, Sanjay
    Sarode, Neelam
    Tondlekar, Shital
    Tambe, Macchindra
    Pisal, Dnyandeo
    Shaikh, Mahamadhanif
    Kattige, Vidya G.
    Honnegowda, Srinivasa
    Karande, Vikas
    Kulkarni, Abhay
    Jadhav, Satyawan B.
    Mahat, Mahamad Yunnus A.
    Gudi, Girish S.
    Khairatkar-Joshi, Neelima
    Gharat, Laxmikant A.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (24) : 5977 - 5984
12345