Unsymmetrical diaryl sulfones through palladium-catalyzed coupling of aryl iodides and arenesulfinates

被引：121

作者：

Cacchi, S ^{[1
]}

Fabrizi, G ^{[1
]}

Goggiamani, A ^{[1
]}

Parisi, LM ^{[1
]}

机构：

[1] Univ Roma La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biol At, I-00185 Rome, Italy

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 26期

关键词：

D O I：

10.1021/ol0271887

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The palladium-catalyzed coupling of aryl iodides and arenesulfinates provides a simple and extremely efficient new route to unsymmetrical diaryl sulfones, usually isolated in high yield. The reaction tolerates a variety of functionalized aryl iodides, including those containing ether, ester, and nitro groups. The best results have been obtained by using Pd-2(dba)(3), Xantphos, Cs2CO3, and (Bu4NCl)-Bu-n in toluene at 80degreesC.

引用

页码：4719 / 4721

页数：3

共 51 条

[31] Water-soluble phosphines -: Part XII.: Pd catalyzed P-C coupling reactions:: a novel synthetic route to cationic phosphines with para- and meta-guanidiniumphenyl moieties [J].

Machnitzki, P ;

Tepper, M ;

Wenz, K ;

Stelzer, O ;

Herdtweck, E .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 602 (1-2) :158-169

[32] 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

[33] Synthesis and properties of water-soluble asterisk molecules [J].

Menger, FM ;

Azov, VA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (37) :11159-11166

[34] 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

[35] Diarylsulfones, a novel class of human immunodeficiency virus type 1 integrase inhibitors [J].

Neamati, N ;

Mazumder, A ;

Zhao, H ;

Sunder, S ;

Burke, TR ;

Schultz, RJ ;

Pommier, Y .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (02) :385-393

[36]

Sato H, 1995, MICROBIOS, V83, P145

[37]

SCHANK K, 1988, CHEM SULFONES SULFOX, pCH7

[38] A general palladium-catalysed synthesis of aromatic and heteroaromatic thioethers [J].

Schopfer, U ;

Schlapbach, A .

TETRAHEDRON, 2001, 57 (15) :3069-3073

[39]

Seydel JK, 1999, QUANT STRUCT-ACT REL, V18, P43, DOI 10.1002/(SICI)1521-3838(199901)18:1<43::AID-QSAR43>3.0.CO

[40]

2-#

← 1 2 3 4 5 6 →