A SIMPLIFIED METHOD FOR THE PREPARATION OF ETHYNYL P-TOLYL SULFONE AND ETHYNYL PHENYL SULFONE

被引:33
作者
CHEN, ZM
TRUDELL, ML
机构
[1] Department of Chemistry, University of New Orleans, Lakefront Campus, New Orleans
关键词
D O I
10.1080/00397919408011330
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Silica gel mediated desilylation of aryl 2-(trimethylsilyl)ethynyl sulfones was found to greatly simplify the synthesis of the acetylenic sulfones, ethynyl p-tolyl sulfone 1 and ethynyl phenyl sulfone 2. Each were easily prepared in good yield and high purity on a multigram scale from bis(trimethylsilyl)acetylene 3.
引用
收藏
页码:3149 / 3155
页数:7
相关论文
共 14 条
  • [1] SYNTHESIS OF ENDO-2-PHENYL-7-AZABICYCLO[2.2.1]HEPTANE VIA HIGH-PRESSURE DIELS-ALDER REACTIONS OF PYRROLES
    ABEN, RWM
    KEIJSERS, J
    HAMS, B
    KRUSE, CG
    SCHEEREN, HW
    [J]. TETRAHEDRON LETTERS, 1994, 35 (08) : 1299 - 1300
  • [2] 7-AZANORBORNADIENE
    ALTENBACH, HJ
    BLECH, B
    MARCO, JA
    VOGEL, E
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (10): : 778 - 778
  • [3] SELENOSULFONATION OF ACETYLENES - PREPARATION OF NOVEL BETA-(PHENYLSELENO)VINYL SULFONES AND THEIR CONVERSION TO ACETYLENIC AND BETA-FUNCTIONALIZED SULFONES
    BACK, TG
    COLLINS, S
    KERR, RG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (18) : 3077 - 3084
  • [4] BHATTACHARYA SN, 1970, ORGANOMET CHEM SYNTH, V1, P145
  • [5] BORA-AROMATIC SYSTEMS .11. AROMATIC STABILIZATION OF THE TRIARYLBORIRENE RING-SYSTEM BY TRICOORDINATE BORON AND FACILE RING-OPENING WITH TETRACOORDINATE BORON
    EISCH, JJ
    SHAFII, B
    ODOM, JD
    RHEINGOLD, AL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (05) : 1847 - 1853
  • [6] A VERSATILE TOTAL SYNTHESIS OF EPIBATIDINE AND ANALOGS
    HUANG, DF
    SHEN, TY
    [J]. TETRAHEDRON LETTERS, 1993, 34 (28) : 4477 - 4480
  • [7] REACTIONS OF (E)-2-IODO-1-TOSYL-1-ALKENES AS USEFUL SYNTHETIC INTERMEDIATES
    IWATA, N
    MORIOKA, T
    KOBAYASHI, T
    ASADA, T
    KINOSHITA, H
    INOMATA, K
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (05) : 1379 - 1388
  • [8] SYNTHESIS OF (+/-)-CONDURAMINES FROM PYRROLE
    LEUNGTOUNG, R
    LIU, YZ
    MUCHOWSKI, JM
    WU, YL
    [J]. TETRAHEDRON LETTERS, 1994, 35 (11) : 1639 - 1642
  • [9] SIMKINS NS, 1993, SULPHONES ORGANIC CH
  • [10] LEWIS ACID-CATALYZED ENE REACTIONS OF ETHYNYL PARATOLYL SULFONE
    SNIDER, BB
    KIRK, TC
    ROUSH, DM
    GONZALEZ, D
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (25) : 5015 - 5017