A short and efficient synthesis of ketene O,O- and S,S-acetals under focused microwave irradiation and solvent-free conditions

被引:24
作者
DiazOrtiz, A [1 ]
Prieto, P [1 ]
Loupy, A [1 ]
Abenhaim, D [1 ]
机构
[1] UNIV PARIS 11,LAB REACT SELECT SUPPORTS,CNRS UA 478,F-91405 ORSAY,FRANCE
关键词
D O I
10.1016/0040-4039(96)00110-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new methodology leading to ketene O,O- and S,S-acetals is reported. The title compounds were prepared from the corresponding halogenated precursors under microwave irradiation in the absence of solvent within 5-25 minutes with excellent yields. Yields obtained under microwaves are by far the best when compared to those obtained by ultrasound or classical heating in the same conditions of time and temperature.
引用
收藏
页码:1695 / 1698
页数:4
相关论文
共 16 条
  • [1] A SHORT AND SIMPLE SYNTHESIS OF KETENE ACETALS
    ARGADE, AB
    JOGLEKAR, BR
    [J]. SYNTHETIC COMMUNICATIONS, 1993, 23 (14) : 1979 - 1984
  • [2] A NEW ELIMINATION WITH PHASE-TRANSFER CATALYSIS FOR CYCLIC KETENE ACETALS
    BAILEY, WJ
    ZHOU, LL
    [J]. TETRAHEDRON LETTERS, 1991, 32 (12) : 1539 - 1540
  • [3] ALPHA-CHLOROMERCAPTALS FROM ALPHA-CHLOROACETALS AND THIOLS
    BELLESIA, F
    BONI, M
    GHELFI, F
    PAGNONI, UM
    [J]. TETRAHEDRON, 1993, 49 (01) : 199 - 206
  • [4] KETENE THIOACETALS FROM ALPHA-CHLOROMERCAPTALS
    BELLESIA, F
    BONI, M
    GHELFI, F
    PAGNONI, UM
    [J]. SYNTHETIC COMMUNICATIONS, 1993, 23 (22) : 3179 - 3184
  • [5] The preparation and properties of ketene diethylacetal
    Beyerstedt, F
    McElvain, SM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1936, 58 : 529 - 531
  • [6] DEVELOPMENT AND APPLICATION OF A CONTINUOUS MICROWAVE REACTOR FOR ORGANIC-SYNTHESIS
    CABLEWSKI, T
    FAUX, AF
    STRAUSS, CR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) : 3408 - 3412
  • [7] MICROWAVE-ASSISTED ORGANIC-REACTIONS
    CADDICK, S
    [J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432
  • [8] DIEZBARRA E, 1992, SYNLETT, P893
  • [9] A MILD AND DIRECT OXIDATION OF DIENOL THIOETHERS INTO KETENE DITHIOACETALS
    FREIDANCK, F
    MADDALUNO, JF
    GAONACH, O
    DUHAMEL, L
    [J]. TETRAHEDRON LETTERS, 1993, 34 (24) : 3871 - 3874
  • [10] Concerning the effect of sulphuric carbon on nitro methane.
    Freund, E
    [J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1919, 52 : 542 - 544