Solvent-free, open-vessel microwave-promoted Heck couplings: From the mmol to the mol scale

被引:26
|
作者
Leadbeater, Nicholas E.
Williams, Victoria A.
Barnard, Thomas M.
Collins, Michael J., Jr.
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[2] CEM Microwave Technol, Matthews, NC 28104 USA
关键词
palladium; Heck reaction; catalysis; solvent-free; microwave;
D O I
10.1055/s-2006-951512
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rapid, microwave-promoted Heck coupling of aryl iodides in open reaction vessels is presented and scale-up of the reactions to the mol scale demonstrated. Reactions are performed using 0.1 mol% palladium acetate as the catalyst, sodium carbonate and tributylamine as bases and tetrabutylanimonium bromide as an additive.
引用
收藏
页码:2953 / 2958
页数:6
相关论文
共 38 条
  • [1] An Efficient Microwave-Promoted Solvent-Free α-Phosphoryloxylation of Ketones
    Pu, Ye
    Fang, Yingguo
    Yan, Jie
    LETTERS IN ORGANIC CHEMISTRY, 2012, 9 (07) : 522 - 525
  • [2] Open-vessel microwave-promoted Suzuki reactions using low levels of palladium catalyst: Optimization and scale-up
    Leadbeater, Nicholas E.
    Williams, Victoria A.
    Barnard, Thomas M.
    Collins, Michael J., Jr.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (04) : 833 - 837
  • [3] Rapid microwave-promoted solvent-free oxidation of α-methylene ketones to α-diketones
    Lee, JC
    Park, HJ
    Park, JY
    TETRAHEDRON LETTERS, 2002, 43 (32) : 5661 - 5663
  • [4] Rapid microwave-promoted solvent-free synthesis of hypervalent iodine reagents
    Zhou, Zhongshi
    He, Xuehan
    JOURNAL OF CHEMICAL RESEARCH-S, 2009, (01): : 30 - 31
  • [5] Microwave-promoted heck reaction using Pd(OAc)2 as catalyst under ligand-free and solvent-free conditions
    Du, Li-Hua
    Wang, Yan-Guang
    SYNTHETIC COMMUNICATIONS, 2007, 37 (1-3) : 217 - 222
  • [6] Fast, Solvent-Free, Microwave-Promoted Friedlander Annulation with a Reusable Solid Catalyst
    Garella, Davide
    Barge, Alessandro
    Upadhyaya, Dharita
    Rodriguez, Zalua
    Palmisano, Giovanni
    Cravotto, Giancarlo
    SYNTHETIC COMMUNICATIONS, 2010, 40 (01) : 120 - 128
  • [8] Microwave-promoted solvent-free synthesis of N-(diphenylmethylene)glycine alkyl esters
    Wang, Quan Jun
    He, Wei
    Wang, Qiao Feng
    Shi, Xin
    Sun, Xiao Li
    Zhang, Sheng Yong
    CHINESE CHEMICAL LETTERS, 2009, 20 (12) : 1405 - 1407
  • [9] Microwave-Promoted Michael Addition of Azaheterocycles to α,β-Unsaturated Esters and Acid under Solvent-Free Conditions
    Dubois, Lilian
    Acher, Francine C.
    McCort-Tranchepain, Isabelle
    SYNLETT, 2012, (05) : 791 - 795
  • [10] Rapid microwave-promoted catalyst- and solvent-free Suzuki-type coupling reaction
    Yan, Jie
    Hu, Weixiao
    Zhou, Wei
    SYNTHETIC COMMUNICATIONS, 2006, 36 (15) : 2097 - 2102