PALLADIUM-CATALYZED CARBAMOYLATION AND ALKOXYCARBONYLATION OF VINYLORGANOTINS AND ARYLORGANOTINS - AN EASY ENTRY INTO VINYL OR ARYL AMIDES AND ESTERS

被引:35
|
作者
BALAS, L [1 ]
JOUSSEAUME, B [1 ]
SHIN, H [1 ]
VERLHAC, JB [1 ]
WALLIAN, F [1 ]
机构
[1] UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,URA 35,351 COURS LIBERAT,F-33405 TALENCE,FRANCE
关键词
D O I
10.1021/om00047a077
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The palladium-catalyzed cross-coupling reaction between substituted aryl- and vinylorganotins or heterocyclic organotin compounds and chloroformates or carbamoyl chlorides is reported. It proceeds smoothly to provide esters or amides in good yields. The reaction conditions are mild, and a wide range of functionalities on the tin reagent can be tolerated.
引用
收藏
页码:366 / 368
页数:3
相关论文
共 50 条
  • [1] General Method for the Preparation of Active Esters by Palladium-Catalyzed Alkoxycarbonylation of Aryl Bromides
    de Almeida, Angelina M.
    Andersen, Thomas L.
    Lindhardt, Anders T.
    de Almeida, Mauro V.
    Skrydstrup, Troels
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (03): : 1920 - 1928
  • [2] An Efficient Method for the Preparation of Tertiary Esters by Palladium-Catalyzed Alkoxycarbonylation of Aryl Bromides
    Xin, Zhuo
    Gogsig, Thomas M.
    Lindhardt, Anders T.
    Skrydstrup, Troels
    [J]. ORGANIC LETTERS, 2012, 14 (01) : 284 - 287
  • [3] Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters
    Haydl, Alexander M.
    Hartwig, John F.
    [J]. ORGANIC LETTERS, 2019, 21 (05) : 1337 - 1341
  • [4] Palladium-catalyzed alkoxycarbonylation of aryl p-toluenesulfonate
    Kubota, Y
    Nakada, S
    Sugi, Y
    [J]. SYNLETT, 1998, (02) : 183 - +
  • [5] Palladium-catalyzed alkoxycarbonylation of aryl- and alkenyliodonium salts
    Kang, SK
    Yamaguchi, T
    Ho, PS
    Kim, WY
    Ryu, HC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (05): : 841 - 842
  • [6] A General and Efficient Palladium-Catalyzed Alkoxycarbonylation of Phenols To Form Esters through In Situ Formed Aryl Nonaflates
    Wu, Xiao-Feng
    Neumann, Helfried
    Beller, Matthias
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (13) : 3831 - 3834
  • [7] Palladium-Catalyzed Carbamoylation of Aryl Halides by Tungsten Carbonyl Amine Complex
    Ren, Wei
    Yamane, Motoki
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (21): : 8332 - 8335
  • [8] Palladium-catalyzed intermolecular coupling of aryl halides and amides
    Yin, JJ
    Buchwald, SL
    [J]. ORGANIC LETTERS, 2000, 2 (08) : 1101 - 1104
  • [9] Palladium-Catalyzed Thiocarbonylation of Aryl, Vinyl, and Benzyl Bromides
    Burhardt, Mia N.
    Ahlburg, Andreas
    Skrydstrup, Troels
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (24): : 11830 - 11840
  • [10] PALLADIUM-CATALYZED ELECTROCHEMICAL REDUCTION OF VINYL AND ARYL TRIFLATES
    CHIAROTTO, I
    CARELLI, I
    CACCHI, S
    PACE, P
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1995, 385 (02): : 235 - 239