A CONVENIENT SYNTHESIS OF VINYL SULFIDES

被引:21
|
作者
KATRITZKY, AR [1 ]
AFRIDI, AS [1 ]
KUZMIERKIEWICZ, W [1 ]
机构
[1] UNIV FLORIDA,CTR HETEROCYCL CPDS,GAINESVILLE,FL 32611
基金
俄罗斯科学基金会; 美国国家科学基金会; 美国国家卫生研究院;
关键词
D O I
10.1002/hlca.19910740830
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
tert-Alkyl sulfides, with an alpha-(1H-benzotriazol-1-yl) group 6 and 13, are readily prepared from N-[(arylthio)methyl]-1H-benzotriazoles 3 and N-(11), respectively, by reaction with BuLi and then with the appropriate electrophile. The tert-alkyl sulfides 6 and 13 are smoothly converted by BF3.OEt2 into vinyl sulfides 5, 7 or 12, respectively, in satisfactory yields.
引用
收藏
页码:1931 / 1935
页数:5
相关论文
共 50 条
  • [1] A CONVENIENT SYNTHESIS OF VINYL SULFIDES
    RODRIGUEZ, AD
    NICKON, A
    TETRAHEDRON, 1985, 41 (20) : 4443 - 4448
  • [2] CONVENIENT METHOD FOR HYDROLYSIS OF VINYL SULFIDES TO KETONES
    MUKAIYAMA, T
    KAMIO, K
    KOBAYASHI, S
    TAKEI, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (12) : 3723 - 3723
  • [3] ANODIC-OXIDATION OF VINYL SULFIDES - A CONVENIENT SYNTHESIS OF ALPHA-THIOLATED ALDEHYDES
    MATSUMOTO, A
    SUDA, K
    YIJIMA, C
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (06) : 263 - 263
  • [4] A CONVENIENT SYNTHESIS OF SULFIDES, FORMALDEHYDE DITHIOACETALS, AND CHLOROMETHYL SULFIDES
    ONO, N
    MIYAKE, H
    SAITO, T
    KAJI, A
    SYNTHESIS-STUTTGART, 1980, (11): : 952 - 953
  • [5] Methods for the synthesis of vinyl sulfides
    Zyk, NV
    Beloglazkina, EK
    Belova, MA
    Dubinina, NS
    USPEKHI KHIMII, 2003, 72 (09) : 864 - 883
  • [6] CONVENIENT SYNTHESIS OF UNSYMMETRICAL ARYL SULFIDES
    BOTTINO, F
    FRADULLO, R
    PAPPALARDO, S
    JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (13): : 2793 - 2795
  • [7] A convenient synthesis of trifluoromethyl aryl sulfides
    QuicletSire, B
    Saicic, RN
    Zard, SZ
    TETRAHEDRON LETTERS, 1996, 37 (50) : 9057 - 9058
  • [8] A CONVENIENT AND STEREOSELECTIVE SYNTHESIS OF ALLYLIC SULFIDES
    HARANO, K
    OHIZUMI, N
    HISANO, T
    TETRAHEDRON LETTERS, 1985, 26 (35) : 4203 - 4206
  • [9] CONVENIENT SYNTHESIS OF BRANCHED UNSYMMETRICAL SULFIDES
    ELIEL, EL
    DAIGNAULT, RA
    JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (06): : 1630 - &
  • [10] A CONVENIENT SYNTHESIS OF HALOETHYL ALKYL SULFIDES
    TRUJILLO, DA
    MCMAHON, WA
    LYLE, RE
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13): : 2932 - 2933