An economical and convenient synthesis of vinyl sulfones

被引:44
作者
Guan, Zheng-Hui [1 ]
Zuo, Wei [1 ]
Zhao, Lian-Biao [1 ]
Ren, Zhi-Hui [1 ]
Liang, Yong-Min [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源
SYNTHESIS-STUTTGART | 2007年 / 10期
关键词
vinyl sulfones; sulfinic acid sodium salts; dibromides; synthesis;
D O I
10.1055/s-2007-966039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general process for the efficient synthesis of vinyl sultones has been developed using commercially available sulfinic acid sodium salts and dibromides. A variety of phenyl and methyl vinyl sulfones have been formed in good yields, in the absence of any catalyst.
引用
收藏
页码:1465 / 1470
页数:6
相关论文
共 63 条
[21]   Chiral vinyl dioxazaborocines in synthesis:: asymmetric cuprate additions to β-boronyl acrylates and vinyl sulfones [J].
Farthing, CN ;
Marsden, SP .
TETRAHEDRON LETTERS, 2000, 41 (21) :4235-4238
[22]   Vinyl sulfones:: Inhibitors of SrtA, a transpeptidase required for cell wall protein anchoring and virulence in Staphylococcus aureus [J].
Frankel, BA ;
Bentley, M ;
Kruger, RG ;
McCafferty, DG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) :3404-3405
[23]   The synthesis of β-strand mimetic templates via regioselective 1,3-dipolar cycloaddition with vinylsulfone [J].
Fuchi, N ;
Doi, T ;
Harada, T ;
Urban, J ;
Cao, BL ;
Kahn, M ;
Takahashi, T .
TETRAHEDRON LETTERS, 2001, 42 (07) :1305-1308
[24]   MULTIPLY CONVERGENT SYNTHESES VIA CONJUGATE-ADDITION REACTIONS TO CYCLOALKENYL SULFONES [J].
FUCHS, PL ;
BRAISH, TF .
CHEMICAL REVIEWS, 1986, 86 (05) :903-917
[25]   [3+2] cycloaddition reactions in the solid-phase synthesis of 1,2,3-triazoles [J].
Gao, Yongnian ;
Lam, Yulin .
ORGANIC LETTERS, 2006, 8 (15) :3283-3285
[26]   Highly selective cross-metathesis with phenyl vinyl sulphone using the 'second generation' Grubbs' catalyst [J].
Grela, K ;
Bieniek, M .
TETRAHEDRON LETTERS, 2001, 42 (36) :6425-6428
[27]   Synthesis of protected syn 1,3-diols by intramolecular conjugate addition to vinyl sulfones [J].
Grimaud, L ;
Rotulo, D ;
Ros-Perez, R ;
Gultry-Azam, L ;
Prunet, J .
TETRAHEDRON LETTERS, 2002, 43 (42) :7477-7479
[28]  
HENRY G, 1943, ORG SYNTH COLL, V2, P270
[29]   Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones [J].
Huang, X ;
Duan, DH ;
Zheng, WX .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (05) :1958-1963
[30]   The synthesis of ethenyl bifunctional reagents containing a sulfone moiety and zirconium by the abnormal addition of Cp2Zr(H)Cl to internal acetylenic sulfones [J].
Huang, X ;
Duan, DH .
CHEMICAL COMMUNICATIONS, 1999, (17) :1741-1742