Selenocarbonyl synthesis using Woollins reagent

被引:79
作者
Bhatacharyya, P [1 ]
Woollins, JD [1 ]
机构
[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
基金
英国工程与自然科学研究理事会;
关键词
selenoamide; selenoaldehyde; selenation; Woollins reagent;
D O I
10.1016/S0040-4039(01)01113-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[PhP(Se)(mu -Se)](2) selenates secondary and tertiary amides to the corresponding selenoamides in 30-70% yields at 130 degreesC in toluene and indolizine-3-aldehydes to selenoaldehydes in 40-59% yield at 25 degreesC. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5949 / 5951
页数:3
相关论文
共 17 条
  • [1] 3,4,5-TRIS(2,4-DI-T-BUTYL-6-METHOXYPHENY)-3,4,5-TRISELENOXO-1,2-DISELENA-3,4,5-TRIPHOSPHOLANE AS A SELENATION REAGENT
    AN, DL
    TOYOTA, K
    YASUNAMI, M
    YOSHIFUJI, M
    [J]. CHEMISTRY LETTERS, 1995, (03) : 199 - 200
  • [2] Baxter I., 1997, J CHEM SOC CHEM COMM, P2049
  • [3] Heterocycle formation using [PhP(Se)(μ-Se)]2.: The crystal structures of [PhP(Se)(μ-Se)]2, PhP(Se)Se2(C7H10) and PhP(Se)(μ-Se)(μ-NPh)P(Se)Ph
    Bhattacharyya, P
    Slawin, AMZ
    Woollins, JD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2001, (03): : 300 - 303
  • [4] Bridge cleavage of [{PhP(Se)(μ-Se)}2] by 1,2-C6H4(EH)(E′H) (E, E′ = O or NH).: X-ray crystal structure of PhP(Se)(NHC6H4NH-1,2)
    Bhattacharyya, P
    Slawin, AMZ
    Woollins, JD
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 623 (1-2) : 116 - 119
  • [5] Bhattacharyya P, 2000, ANGEW CHEM INT EDIT, V39, P1973, DOI 10.1002/1521-3773(20000602)39:11<1973::AID-ANIE1973>3.0.CO
  • [6] 2-U
  • [7] ORGANO-PHOSPHORUS SELENIUM HETEROCYCLES
    FITZMAURICE, JC
    WILLIAMS, DJ
    WOOD, PT
    WOOLLINS, JD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (11) : 741 - 743
  • [8] INFRARED SPECTRA OF THIOAMIDES AND SELENOAMIDES
    JENSEN, K
    NIELSEN, PH
    [J]. ACTA CHEMICA SCANDINAVICA, 1966, 20 (03): : 597 - &
  • [9] Reaction of diisobutylaluminium hydride with selenium and tellurium: new reagents for the synthesis of seleno- and telluro-amides
    Li, GM
    Zingaro, RA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (04): : 647 - 650
  • [10] Synthesis and structure of telluroamides and selenoamides. The first crystallographic study of telluroamides
    Li, GM
    Zingaro, RA
    Segi, M
    Reibenspies, JH
    Nakajima, T
    [J]. ORGANOMETALLICS, 1997, 16 (04) : 756 - 762