Cyclopropylboronic acid: synthesis and Suzuki cross-coupling reactions

被引:75
|
作者
Wallace, DJ [1 ]
Chen, CY [1 ]
机构
[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
关键词
cyclopropylboronic acid; Suzuki cross-coupling; pharmaceutically acitve molecules;
D O I
10.1016/S0040-4039(02)01606-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of cyclopropylboronic acid is reported. This compound undergoes efficient Suzuki-type coupling reactions with a range of aryl and heteroarybromides. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6987 / 6990
页数:4
相关论文
共 50 条
  • [1] Suzuki cross-coupling reactions of γ-alkylidenebutenolides:: Application to the synthesis of vulpinic acid
    Ahmed, Z
    Langer, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (11): : 3753 - 3757
  • [2] Cross-coupling reaction of cyclopropylboronic acid with bromoarenes
    Wang, XZ
    Deng, MZ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (22): : 2663 - 2664
  • [3] Nanocatalysts for Suzuki cross-coupling reactions
    Fihri, Aziz
    Bouhrara, Mohamed
    Nekoueishahraki, Bijan
    Basset, Jean-Marie
    Polshettiwar, Vivek
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 5181 - 5203
  • [4] Efficient Suzuki-type cross-coupling of enantiomerically pure cyclopropylboronic acids
    Zhou, SM
    Deng, MZ
    Xia, LJ
    Tang, MH
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1998, 37 (20) : 2845 - 2847
  • [5] A novel Suzuki-type cross-coupling reaction of cyclopropylboronic esters with benzyl bromides
    Chen, H
    Deng, MZ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (10): : 1609 - 1613
  • [6] Synthesis of tetraarylthiophenes by regioselective Suzuki cross-coupling reactions of tetrabromothiophene
    Dang, Thanh Tuan
    Rasool, Nasir
    Dang, Thanh Tung
    Reinke, Helmut
    Langer, Peter
    [J]. TETRAHEDRON LETTERS, 2007, 48 (05) : 845 - 847
  • [7] A novel Suzuki-type cross-coupling reaction of cyclopropylboronic esters with benzyl bromides
    Chen, Han
    Deng, Min-Zhi
    [J]. Journal of the Chemical Society, Perkin Transactions 1, 2000, (10): : 1609 - 1613
  • [8] Suzuki cross-coupling reactions of potassium alkenyltrifluoroborates
    Molander, GA
    Rivero, MR
    [J]. ORGANIC LETTERS, 2002, 4 (01) : 107 - 109
  • [9] Suzuki cross-coupling reactions: Synthesis of unsymmetrical biaryls in the organic laboratory
    Callam, CS
    Lowary, TL
    [J]. JOURNAL OF CHEMICAL EDUCATION, 2001, 78 (07) : 947 - 948
  • [10] Synthesis of biphenylamines via Suzuki-Miyaura cross-coupling reactions
    Maj, Anna M.
    Delaude, Lionel
    Demonceau, Albert
    Noels, Alfred F.
    [J]. TETRAHEDRON, 2007, 63 (12) : 2657 - 2663