Silver sequestration of halides for the activation of Pd(OAc)2 catalyzed Mizoroki-Heck reaction of 1,1 and 1,2-Disubstituted alkenes

被引:7
|
作者
Bangar, Pronnoy G. [1 ,2 ]
Jawalkar, Priyanka R. [3 ]
Dumbre, Swapnil R. [1 ]
Patil, Dharmaraj J. [1 ]
Iyer, Suresh [1 ,2 ]
机构
[1] Natl Chem Lab, Div Organ Chem, Dr Homi Bhabha Rd, Pune 411008, Maharashtra, India
[2] Acad Sci & Innovat Res, New Delhi 110025, India
[3] Sai Life Sci Ltd, Dept Med Chem, Int Biotech Pk,Phase 2, Pune 411057, Maharashtra, India
关键词
1,1-disubstituted alkenes; 1,2-disubstituted alkenes; AgBF4; AgOAc; Mizoroki-Heck reaction; CROSS-COUPLING REACTIONS; TRISUBSTITUTED ALKENES; TETRASUBSTITUTED ALKENES; DISUBSTITUTED ALKENES; PALLADIUM CATALYST; MCMURRY REACTION; ARYL CHLORIDES; IONIC LIQUIDS; OLEFINS; ARYLATION;
D O I
10.1002/aoc.4159
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A ligand free catalytic system consisting of Pd(OAc)(2) (cat) and stoichiometric quantities of silver salts, AgOAc or AgBF4, exhibit high efficiency in the Mizoroki-Heck arylation, transforming aryl iodides and 1,1 as well as 1,2 disubstituted alkenes into 1,1,2 - trisubstituted aryl alkenes in excellent yields in very short reaction times.
引用
收藏
页数:6
相关论文
共 50 条
  • [1] Mizoroki-Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity
    Bangar, Pronnoy G.
    Jawalkar, Priyanka R.
    Dumbre, Swapnil R.
    Raut, Pallavi K.
    Patil, Dharmaraj J.
    Tv, Neethu
    Sudhakaran, Shana
    Iyer, Suresh
    SYNTHETIC COMMUNICATIONS, 2020, 50 (24) : 3796 - 3803
  • [2] Synthesis of δ,δ-Diaryl-α-cyanoacrylamides and δ,δ-Diarylallylidiene Malononitriles by Pd(OAc)2 Catalyzed Mizoroki-Heck Reaction
    Sengupta, Ayon
    Sarkar, Piyali
    Maity, Suvendu
    Basu, Soumyadip
    Ghosh, Prasanta
    Rudra, Sonali
    Mukhopadhyay, Chhanda
    CHEMISTRYSELECT, 2021, 6 (40): : 11047 - 11053
  • [3] Mizoroki-heck type reaction of organoboron reagents with alkenes and alkynes.: A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant
    Du, XL
    Suguro, M
    Hirabayashi, K
    Mori, A
    Nishikata, T
    Hagiwara, N
    Kawata, K
    Okeda, T
    Wang, HF
    Fugami, K
    Kosugi, M
    ORGANIC LETTERS, 2001, 3 (21) : 3313 - 3316
  • [4] ACID-CATALYZED HYDRATION OF 1,2-DISUBSTITUTED ALKENES
    KNITTEL, P
    TIDWELL, TT
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1976, 172 (SEP3): : 194 - 194
  • [5] ACID-CATALYZED HYDRATION OF 1,2-DISUBSTITUTED ALKENES
    KNITTEL, P
    TIDWELL, TT
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (10) : 3408 - 3414
  • [6] Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
    Joung, Seewon
    Bergmann, Allison M.
    Brown, M. Kevin
    CHEMICAL SCIENCE, 2019, 10 (47) : 10944 - 10947
  • [7] Oxidatively intercepting Heck intermediates: Pd-catalyzed 1,2-and 1,1-arylhalogenation of alkenes
    Kalyani, Dipannita
    Sanford, Melanie S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (07) : 2150 - +
  • [8] Nickel-catalyzed divergent Mizoroki-Heck reaction of 1,3-dienes
    Zhang, Wei-Song
    Ji, Ding-Wei
    Li, Ying
    Zhang, Xiang-Xin
    Mei, Yong-Kang
    Chen, Bing-Zhi
    Chen, Qing-An
    NATURE COMMUNICATIONS, 2023, 14 (01)
  • [9] REGIOSELECTIVE CYCLOADDITION OF 1,2-DISUBSTITUTED AZIRIDINES TO HETEROCUMULENES CATALYZED BY ORGANOANTIMONY HALIDES
    NOMURA, R
    NAKANO, T
    NISHIO, Y
    OGAWA, S
    NINAGAWA, A
    MATSUDA, H
    CHEMISCHE BERICHTE, 1989, 122 (12) : 2407 - 2409
  • [10] Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1′, 1"-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
    Oberholzer, Miriam
    Frech, Christian M.
    JOVE-JOURNAL OF VISUALIZED EXPERIMENTS, 2014, (85):