Uncatalyzed and solvent-free multicomponent process for the synthesis of biphenyl-2-carbonitrile derivatives

被引：37

作者：

Fringuelli, Francesco ^{[1
]}

Girotti, Rugiada ^{[1
]}

Piermatti, Oriana ^{[1
]}

Pizzo, Ferdinando ^{[1
]}

Vaccaro, Luigi ^{[1
]}

机构：

[1] Univ Perugia, Dipartimento Chim, CEMIN, I-06123 Perugia, Italy

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 25期

关键词：

D O I：

10.1021/ol062253o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An innovative route to prepare a number of variously substituted new biphenyl derivatives is presented here. The protocol avoids the use of a catalyst, an organic solvent, and dry conditions.

引用

页码：5741 / 5744

页数：4

共 18 条

[1] Reinvestigation of the noncatalyzed coupling of aryllithium with haloarene: A novel aromatic nucleophilic substitution pathway [J].

Becht, JM ;

Gissot, A ;

Wagner, A ;

Mioskowski, C .

CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (14) :3209-3215

[2]

Bringmann G, 2001, PROG CH ORG NAT PROD, V82, P1

[3] Palladium-catalyzed direct arylation of simple arenes in synthesis of biaryl molecules [J].

Campeau, LC ;

Fagnou, K .

CHEMICAL COMMUNICATIONS, 2006, (12) :1253-1264

[4]

De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions

[5]

Farina V., 1997, ORG REACT, V50, P1, DOI DOI 10.1002/0471264180.or050.01

[6] Hafnium chloride tetrahydrofuran complex-catalyzed Diels-Alder cycloadditions of 3-ethoxycarbonylcoumarins with 1,3-dienes under solvent-free conditions [J].

Fringuelli, F ;

Girotti, R ;

Pizzo, F ;

Zunino, E ;

Vaccaro, L .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (03) :297-300

[7] InCl3-catalyzed regio- and stereloselective thiolysis of α,β-epoxycarboxylic acids in water [J].

Fringuelli, F ;

Pizzo, F ;

Tortoioli, S ;

Vaccaro, L .

ORGANIC LETTERS, 2005, 7 (20) :4411-4414

[8] Polystyryl-supported TBD as an efficient and reusable catalyst under solvent-free conditions [J].

Fringuelli, F ;

Pizzo, F ;

Vittoriani, C ;

Vaccaro, L .

CHEMICAL COMMUNICATIONS, 2004, (23) :2756-2757

[9] NaOH-catalyzed thiolysis of α,β-epoxyketones in water.: A key step in the synthesis of target molecules starting from α,β-unsaturated ketones [J].

Fringuelli, F ;

Pizzo, F ;

Vaccaro, L .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (07) :2315-2321

[10] Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].

Hassan, J ;

Sévignon, M ;

Gozzi, C ;

Schulz, E ;

Lemaire, M .

CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469

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