Copper-mediated reaction of 2-halopyridines with ethyl bromodifluoroacetate

被引:36
作者
Ashwood, MS
Cottrell, IF
Cowden, CJ
Wallace, DJ
Davies, AJ
Kennedy, DJ
Dolling, UH
机构
[1] Merck Sharp & Dohme Res Labs, Dept Proc Res, Hoddesdon EN11 9BU, Herts, England
[2] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
关键词
D O I
10.1016/S0040-4039(02)02276-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile process for the preparation of substituted ethyl 2'-pyridyldifluoroacetates 3 is described starting from readily available ethyl bromodifluoroacetate 2 and substituted 2-bromo or 2-chloropyridines 1. This process features a copper-mediated cross-coupling reaction in DMSO and is the first to utilise pyridylbromides or chlorides with ethyl bromodifluoroacetate 2 in this reaction. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:9271 / 9273
页数:3
相关论文
共 8 条
  • [1] ALPHA,ALPHA-DIFLUORO BETA-LACTONES AND THEIR THERMAL DECARBOXYLATION TO 1,1-DIFLUOROALKENES
    DOLBIER, WR
    OCAMPO, R
    PAREDES, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (17) : 5378 - 5379
  • [2] (METHYL DIFLUOROACETATE)COPPER REAGENT - REMARKABLE SOLVENT EFFECT ON THE F-19-NMR SPECTRUM, STABILITY AND REACTIVITY
    KITAGAWA, O
    TAGUCHI, T
    KOBAYASHI, Y
    [J]. CHEMISTRY LETTERS, 1989, (03) : 389 - 392
  • [3] Preparation of benzylic α,α-difluoronitriles, -tetrazoles, and -sulfonates via electrophilic fluorination
    Kotoris, CC
    Chen, MJ
    Taylor, SD
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) : 8052 - 8057
  • [4] Bis(2-methoxyethyl)aminosulfur trifluoride: A new broad-spectrum deoxofluorinating agent with enhanced thermal stability
    Lal, GS
    Pez, GP
    Pesaresi, RJ
    Prozonic, FM
    Cheng, HS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (19) : 7048 - 7054
  • [5] ALPHA,ALPHA-DIFLUOROARYLACETIC ACIDS - PREPARATION FROM (DIETHYLAMINO)SULFUR TRIFLUORIDE AND ALPHA-OXOARYLACETATES
    MIDDLETON, WJ
    BINGHAM, EM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (14) : 2883 - 2887
  • [6] Sato K, 1999, CHEM PHARM BULL, V47, P1013
  • [7] SYNTHESIS OF 2,2-DIFLUOROESTERS BY IODODIFLUOROACETATE-COPPER WITH ORGANIC HALIDES
    TAGUCHI, T
    KITAGAWA, O
    MORIKAWA, T
    NISHIWAKI, T
    UEHARA, H
    ENDO, H
    KOBAYASHI, Y
    [J]. TETRAHEDRON LETTERS, 1986, 27 (50) : 6103 - 6106
  • [8] YAMANAKA H, 1985, CHEM PHARM BULL, V33, P4309