Palladium-catalyzed carbonylative cross-coupling reaction of triarylantimony dicarboxylates with arylboronic acids: Synthesis of biaryl ketones

被引:13
|
作者
Qin, Weiwei [1 ]
Yasuike, Shuji [1 ]
Kakusawa, Naoki [1 ]
Kurita, Jyoji [1 ]
机构
[1] Hokuriku Univ, Fac Pharmaceut Sci, Org Frontier Res Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan
关键词
triarylantimony diacetate; carbonylative cross-coupling; palladium catalyst; carbon monoxide ( CO); arylboronic acid; biaryl ketone;
D O I
10.1016/j.jorganchem.2008.05.039
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel palladium-catalyzed three- component carbonylative coupling reaction by use of triarylantimony diacetate, arylboronic acid and carbon monoxide ( 1 atm) could be attained under mild reaction conditions without any base as an additive. The reaction can be applied to a wide range of triarylantimony diacetates and boronic acids to afford the corresponding unsymmetrical biaryl ketones in good yields. (c) 2008 Elsevier B. V. All rights reserved.
引用
收藏
页码:2949 / 2953
页数:5
相关论文
共 50 条
  • [41] Palladium-catalyzed cross-coupling reactions of arylboronic acids and 2-I-p-carborane
    Eriksson, L
    Beletskaya, IP
    Bregadze, VI
    Sivaev, IB
    Sjöberg, S
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 657 (1-2) : 267 - 272
  • [42] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ARYLBORONIC ACIDS WITH PI-DEFICIENT HETEROARYL CHLORIDES
    ALI, NM
    MCKILLOP, A
    MITCHELL, MB
    REBELO, RA
    WALLBANK, PJ
    TETRAHEDRON, 1992, 48 (37) : 8117 - 8126
  • [43] Palladium-Catalyzed Cross-Coupling of 2-Chloroquinoxaline N-Oxides with Arylboronic Acids
    Maichrowski, Jan
    Huebner, Eike G.
    Kaufmann, Dieter E.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (36) : 8185 - 8196
  • [44] Palladium-catalyzed cross-coupling of aryldiazonium tetrafluoroborate salts with arylboronic esters
    Willis, DM
    Strongin, RM
    TETRAHEDRON LETTERS, 2000, 41 (33) : 6271 - 6274
  • [45] A SIMPLE ASYMMETRIC-SYNTHESIS OF 4-ARYLPHENYLALANINES VIA PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ARYLBORONIC ACIDS WITH TYROSINE TRIFLATE
    SHIEH, WC
    CARLSON, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01): : 379 - 381
  • [46] A phosphine-free carbonylative cross-coupling reaction of aryl iodides with arylboronic acids catalyzed by immobilization of palladium in MCM-41
    Cai, Mingzhong
    Peng, Jian
    Hao, Wenyan
    Ding, Guodong
    GREEN CHEMISTRY, 2011, 13 (01) : 190 - 196
  • [47] POLY(ARYL KETONES) VIA PALLADIUM-CATALYZED CROSS-COUPLING
    MOORE, JS
    MAKROMOLEKULARE CHEMIE-RAPID COMMUNICATIONS, 1992, 13 (02): : 91 - 96
  • [48] Synthesis of Alkyl Aryl Ketones by Pd/Light Induced Carbonylative Cross-Coupling of Alkyl Iodides and Arylboronic Acids
    Sumino, Shuhel
    Ui, Takahito
    Ryu, Ilhyong
    ORGANIC LETTERS, 2013, 15 (12) : 3142 - 3145
  • [49] Palladium-catalyzed direct coupling reaction of propargylic alcohols with arylboronic acids
    Yoshida, M
    Gotou, T
    Ihara, M
    TETRAHEDRON LETTERS, 2004, 45 (29) : 5573 - 5575
  • [50] Palladium-catalyzed carbonylative Sonogashira cross-coupling for the synthesis of alkynones with formic acid as the CO source
    Lyu, Xue
    Sun, Guanglong
    Zhou, Yang
    Wang, Yingying
    Lei, Min
    Wu, Wanying
    Guo, Dean
    MONATSHEFTE FUR CHEMIE, 2019, 150 (02): : 309 - 315