Aerobic, Cu-catalyzed desulfitative C-C bond-forming reaction of ketene dithioacetals/vinylogous thioesters and arylboronic acids

被引:44
|
作者
Dong, Ying [1 ]
Wang, Mang [1 ,2 ]
Liu, Jun [1 ]
Ma, Wei [1 ]
Liu, Qun [1 ]
机构
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
[2] Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China
关键词
BORONIC ACIDS; TETRASUBSTITUTED OLEFINS; ORGANOBORON COMPOUNDS; COPPER; ESTERS; BENZOFURANS; TRI;
D O I
10.1039/c1cc11382h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new Cu-catalyzed thioorganic-boronic acid desulfitative C-C bond-forming reaction involving ketene dithioacetals/ vinylogous thioesters is reported to proceed without the assistance of ligating S-pendant. Vinylogous thiolesters and tetrasubstituted olefins were prepared by this reaction in which Cu catalyst plays a dual role under aerobic conditions.
引用
收藏
页码:7380 / 7382
页数:3
相关论文
共 50 条
  • [31] Pyrazolopyridine Ligands in Transition-Metal-Catalyzed C-C and C-Heteroatom Bond-Forming Reactions
    Kang, Eunsu
    Joo, Jung Min
    SYNTHESIS-STUTTGART, 2024, 56 (10): : 1549 - 1562
  • [32] Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications
    Bihelovic, Filip
    Vulovic, Bojan
    Saicic, Radomir N.
    ISRAEL JOURNAL OF CHEMISTRY, 2018, 58 (05) : 521 - 530
  • [33] Oxidative C-C bond-forming reaction of electron-rich alkylbenzyl ether with trimethylvinyloxysilane
    Ying, BP
    Trogden, BG
    Kohlman, DT
    Liang, SX
    Xu, YC
    ORGANIC LETTERS, 2004, 6 (10) : 1523 - 1526
  • [34] Transition-Metal-Catalyzed C-C and C-X Bond-Forming Reactions Using Cyclopropanols
    Nikolaev, Andrei
    Orellana, Arturo
    SYNTHESIS-STUTTGART, 2016, 48 (12): : 1741 - 1768
  • [35] New developments in palladium-catalyzed C-N and C-C bond-forming reactions.
    Wolfe, JP
    Old, DW
    Sadighi, JP
    Tomori, H
    Buchwald, SL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U221 - U222
  • [36] Defluorinative C-C Bond-Forming Reaction of Trifluoromethyl Alkenes with gem-(Diborylalkyl)lithiums
    Kim, Haeun
    Jung, Yujin
    Cho, Seung Hwan
    ORGANIC LETTERS, 2022, 24 (14) : 2705 - 2710
  • [37] Enantioselective Pd- and Cu-Catalyzed Hydrofunctionalization of Methylenecyclopropanes via a Distal C-C Bond Cleavage
    Zhao, Jie
    Ren, Deyue
    Xia, Jintao
    Liu, Xiaodan
    Liu, Xinheng
    Wang, Xiaoyue
    Xie, Fang
    ORGANIC LETTERS, 2025, 27 (05) : 1089 - 1094
  • [38] Synthesis of 1,1-Disubstituted Indenes and Dihydronaphthalenes through C-C/C-C Bond-Forming Pd-Catalyzed Autotandem Reactions
    Barroso, Raquel
    Paraja, Miguel
    Cabal, Maria-Paz
    Valdes, Carlos
    ORGANIC LETTERS, 2017, 19 (15) : 4086 - 4089
  • [39] Cu-catalyzed aerobic oxidative amidation of aryl alkyl ketones with azoles to afford tertiary amides via selective C-C bond cleavage
    Ding, Wen
    Song, Qiuling
    ORGANIC CHEMISTRY FRONTIERS, 2015, 2 (07): : 765 - 770
  • [40] 1,2-Diastereoselective C-C Bond-Forming Reactions for the Synthesis of Chiral β-Branched α-Amino Acids
    Spangenberg, Thomas
    Schoenfelder, Angele
    Breit, Bernhard
    Mann, Andre
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (31) : 6005 - 6018