Cationic palladium(II)-catalyzed addition of arylboronic acids to nitriles. One-step synthesis of benzofurans from phenoxyacetonitriles

被引：175

作者：

Zhao, Baowei ^{[1
]}

Lu, Xiyan ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 26期

关键词：

D O I：

10.1021/ol062438v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cationic palladium complex catalyzed addition of arylboronic acids to nitriles to yield aryl ketones with moderate to good yields was developed. A one- step synthesis of benzofurans from phenoxyacetonitriles under the catalysis of [( bpy) Pd+(mu-OH)](2)(-OTf)(2) or [( bpy)Pd2+(H2O)(2)](-OTf)(2) was developed which showed that the cationic palladium catalyst is highly active for these addition reactions.

引用

页码：5987 / 5990

页数：4

共 44 条

[1] P∧N versus N∧N ligands for the palladium-catalyzed alternating copolymerization of styrene and carbon monoxide [J].

Aeby, A ;

Consiglio, G .

INORGANICA CHIMICA ACTA, 1999, 296 (01) :45-51

[2] Preparation of activated benzofurans and their reactions with aldehydes [J].

Black, DSC ;

Craig, DC ;

Kumar, N ;

Rezaie, R .

TETRAHEDRON, 1999, 55 (15) :4803-4814

[3] OXYGEN HETEROCYCLES .7. SPASMOLYTIC KETONES IN THE BENZOFURAN SERIES, AND RELATED COMPOUNDS [J].

BUUHOF, NP ;

BISAGNI, E ;

ROYER, R ;

ROUTIER, C .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (FEB) :625-628

[4] Precise control of polyolefin stereochemistry using single-site metal catalysts [J].

Coates, GW .

CHEMICAL REVIEWS, 2000, 100 (04) :1223-1252

[5] Palladium-catalyzed α-arylation of carbonyl compounds and nitriles [J].

Culkin, DA ;

Hartwig, JF .

ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (04) :234-245

[6]

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

[7] Synthesis and structure-activity studies of novel orally active non-terpenoic 2,3-oxidosqualene cyclase inhibitors [J].

Dehmlow, H ;

Aebi, JD ;

Jolidon, S ;

Ji, YH ;

von der Mark, EM ;

Himber, J ;

Morand, OH .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (15) :3354-3370

[8]

Diederich F., 1998, METAL CATALYZED CROS, DOI DOI 10.1002/9783527612222

[9] PROPENYL CARBOXAMIDE DERIVATIVES AS ANTAGONISTS OF PLATELET ACTIVATING FACTOR [J].

GUTHRIE, RW ;

KAPLAN, GL ;

MENNONA, FA ;

TILLEY, JW ;

KIERSTEAD, RW ;

ODONNELL, M ;

CROWLEY, H ;

YAREMKO, B ;

WELTON, AF .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (10) :2856-2864

[10]

GUY M, 1994, TETRAHEDRON LETT, V35, P3277

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