Rapid and mild sulfonylation of aromatic compounds with sulfonic acids via mixed anhydrides using Tf2O

被引:34
作者
Alizadeh, Abdolhamid [1 ]
Khodaei, Mohammd Mehdi [1 ]
Nazari, Ehsan [1 ]
机构
[1] Razi Univ, Fac Sci, Dept Chem, Kermanshah 67149, Iran
关键词
sulfonylation; sulfones; sulfonic acids; Tf2O; aromatic compounds;
D O I
10.1016/j.tetlet.2007.07.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and direct sulfonylation of aromatic compounds with sulfonic acids is described via mixed anhydrides in short reaction times using Tf2O in nitromethane at room temperature. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6805 / 6808
页数:4
相关论文
共 24 条
[11]   DIARYLSULFONES, A NEW CHEMICAL CLASS OF NONNUCLEOSIDE ANTIVIRAL INHIBITORS OF HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 REVERSE-TRANSCRIPTASE [J].
MCMAHON, JB ;
GULAKOWSKI, RJ ;
WEISLOW, OS ;
SCHULTZ, RJ ;
NARAYANAN, VL ;
CLANTON, DJ ;
PEDEMONTE, R ;
WASSMUNDT, FW ;
BUCKHEIT, RW ;
DECKER, WD ;
WHITE, EL ;
BADER, JP ;
BOYD, MR .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (04) :754-760
[12]  
Mirjalili BF, 2003, B KOREAN CHEM SOC, V24, P1009
[13]   Friedel-Crafts sulfonylation in 1-butyl-3-methylimidazolium chloroaluminate ionic liquids [J].
Nara, SJ ;
Harjani, JR ;
Salunkhe, MM .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (25) :8616-8620
[14]   Nafion-H catalysed sulfonylation of aromatics with arene/alkenesulfonic acids for the preparation of sulfones [J].
Olah, GA ;
Mathew, T ;
Prakash, GKS .
CHEMICAL COMMUNICATIONS, 2001, (17) :1696-1697
[15]  
Roy K.M., 1985, ULLMANNS ENCY IND CH, V25, P487
[16]   Catalytic Friedel-Crafts acylation of alkoxybenzenes mediated by aluminum hydrogensulfate in solution and solvent-free conditions [J].
Salehi, P ;
Khodaei, MM ;
Zolfigol, MA ;
Sirouszadeh, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2003, 76 (09) :1863-1864
[17]   Catalytic Friedel-Crafts acylation of alkoxy benzenes by ferric hydrogensulfate [J].
Salehi, P ;
Khodaei, MM ;
Zolfigol, MA ;
Zeinoldini, S .
SYNTHETIC COMMUNICATIONS, 2003, 33 (08) :1367-1373
[18]  
SCHANK K, 1998, CHEM SULFONES SULFOX, pCH7
[19]   REACTIONS OF ALKANESULPHONIC ACID DERIVATIVES WITH ORGANOALKALI METAL COMPOUNDS - FORMATION AND REACTIVITY OF ALPHA-SULPHONYLCARBANIONS [J].
SHIROTA, Y ;
NAGAI, T ;
TOKURA, N .
TETRAHEDRON, 1969, 25 (16) :3193-&
[20]   An efficient method for aromatic Friedel-Crafts alkylation, acylation, benzoylation, and sulfonylation reactions [J].
Singh, RP ;
Kamble, RM ;
Chandra, KL ;
Saravanan, P ;
Singh, VK .
TETRAHEDRON, 2001, 57 (01) :241-247