1,3-Dipolar cycloaddition of 4-platinumisochromenyliums with an olefin and tandem insertion into benzylic C-H bonds

被引:18
|
作者
Kim, Ji Hee [1 ]
Ray, Devalina [1 ]
Hong, Chang Seop [2 ]
Han, Jin Wook [1 ]
Oh, Chang Ho [1 ]
机构
[1] Hanyang Univ, Dept Chem, Seoul 133791, South Korea
[2] Korea Univ, Dept Chem, Seoul 136704, South Korea
基金
新加坡国家研究基金会;
关键词
CONTAINING CARBONYL YLIDES; CATALYZED TANDEM; CYCLIZATION; CONSTRUCTION; GENERATION; ALKENES; ALKYNYL; ETHERS; DERIVATIVES; COMPLEXES;
D O I
10.1039/c3cc42525h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Isochromenylium-4-ylplatinum(II) species, generated from 1-(2-alkynylphenyl)hex-5-en-1-ones and Pt(II), reacted with a pendant olefin via [3+2] cycloaddition to form tetracyclic Pt-carbene complexes, which underwent C-H insertion with a benzyloxy group at delta or epsilon positions to give highly complex polycycles, which are otherwise hard to access.
引用
收藏
页码:5690 / 5692
页数:3
相关论文
共 50 条
  • [31] Sulfanyl 5H-dihydropyrrole derivatives via 1,3-dipolar cycloaddition, their further chemical manipulation and antioxidant activity
    Oikonomou, Kosmas
    Georgiou, Dimitra
    Katsamakas, Sotirios
    Hadjipavlou-Litina, Dimitra
    Elemes, Yiannis
    ARKIVOC, 2015, : 214 - 231
  • [32] Silver/ThioClickFerrophos-Catalyzed 1,3-Dipolar Cycloaddition and Tandem Addition-Elimination Reaction of Morita-Baylis-Hillman Adducts
    Suzuki, Yuko
    Kanemoto, Kazuya
    Inoue, Ayana
    Imae, Kazumi
    Fukuzawa, Shin-ichi
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (21) : 14586 - 14596
  • [33] Organocatalytic olefin C-H functionalization for enantioselective synthesis of atropisomeric 1,3-dienes
    Wu, Quan-Hao
    Duan, Meng
    Chen, Yu
    Yu, Peiyuan
    Wang, Yong-Bin
    Cheng, Jun Kee
    Xiang, Shao-Hua
    Houk, Kendall N.
    Tan, Bin
    NATURE CATALYSIS, 2024, 7 (02) : 185 - 194
  • [34] Synthesis of 1,3,5-trisubstituted pyrazole-4-carboxylates through 1,3-dipolar cycloaddition of nitrilimines with allenoates
    Wang, Yulin
    Xiong, Cheng
    Zhong, Jiacheng
    Zhou, Qingfa
    TETRAHEDRON, 2022, 115
  • [35] Ball Milling Assisted 1,3-Dipolar Cycloaddition Reaction of 1-(4-Nitrobenzyl)-pyridinium-3-olate
    Aboelnaga, Asmaa
    Abbady, Samia
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 27 (04) : 423 - 430
  • [36] Synthesis of New Spiro[1,4,2-dioxazole-5,3′-indolin]-2′-one by 1,3-Dipolar Cycloaddition
    Bouhfid, Rachid
    Joly, Nicolas
    Essassi, El Mokhtar
    Lequart, Vincent
    Massoui, Mohamed
    Martin, Patrick
    SYNTHETIC COMMUNICATIONS, 2011, 41 (14) : 2096 - 2102
  • [37] Syntheses of Potentially Bioactive [1,2,4]Oxadiazolo[5,4-d]benzothiazepines by 1,3-Dipolar Cycloaddition
    Wu, Xiao-Long
    Liu, Fang-Ming
    Shen, Song-Wei
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (06) : 1350 - 1355
  • [38] 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde as a New Synthon for the Synthesis of Fused Ring Heterocycles via Intramolecular 1,3-Dipolar Cycloaddition Reactions
    Gaonkar, S. L.
    Rai, K. M. Lokanatha
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (03) : 543 - 546
  • [39] An Approach to the Synthesis of a Hepatitis C Virus Inhibitor through a Proline-Catalyzed 1,3-Dipolar Cycloaddition Using Acrolein
    Ugarriza, Iratxe
    Reyes, Efraim
    Prieto, Liher
    Uria, Uxue
    Carrillo, Luisa
    Vicario, Jose L.
    SYNTHESIS-STUTTGART, 2022, 54 (04): : 1101 - 1107
  • [40] 1,3-Dipolar Cycloaddition of Nitrile Imine with Carbon Dioxide: Access to 1,3,4-Oxadiazole-2(3H)-ones1,3-Dipolar Cycloaddition of Nitrile Imine with Carbon Dioxide: Access to 1,3,4-Oxadiazole-2(3H)-ones
    Guo, Chun-Xiao
    Zhang, Wen-Zhen
    Zhang, Ning
    Lu, Xiao-Bing
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (14) : 7637 - 7642