Gold-Catalyzed Cascade Oxidative Cyclization and Arylation of Allenoates

被引：16

作者：

Zhang, Rui ^{[1
,2
,3
]}

Xu, Qin ^{[2
,3
]}

Chen, Kai ^{[2
,3
]}

Gu, Peng ^{[2
,3
]}

Shi, Min ^{[1
,2
,3
]}

机构：

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

[2] E China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[3] E China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 32期

基金：

中国国家自然科学基金;

关键词：

Synthetic methods; Homogeneous catalysis; Oxidation; Arylation; Cyclization; Gold; Allenes; REACTIVITY; PALLADIUM; PLATINUM; ALKYNES; ACIDS;

D O I：

10.1002/ejoc.201300896

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An Au-I/Au-III catalytic system was found to be effective for the cascade oxidative arylation and cyclization of allenoates with arylboronic acids to give the corresponding cyclic adducts in moderate yields. This reaction system constitutes a new method for the synthesis of -aryl--butenolides under mild conditions. Based on the previous mechanistic studies, a proposed Au-I/Au-III redox catalytic cycle has been outlined.

引用

页码：7366 / 7371

页数：6

共 61 条

[1]

[Anonymous], 2011, ANGEW CHE

[2]

[Anonymous], ANGEW CHEM

[3] Alternative synthetic methods through new developments in catalysis by gold [J].

Arcadi, Antonio .

CHEMICAL REVIEWS, 2008, 108 (08) :3266-3325

[4]

Ayhan S. D., 1999, TETRAHEDRON, V55, P2441

[5] Gold-Catalyzed Direct Arylation [J].

Ball, Liam T. ;

Lloyd-Jones, Guy C. ;

Russell, Christopher A. .

SCIENCE, 2012, 337 (6102) :1644-1648

[6] Gold-catalyzed decorations of arenes and heteroarenes with C-C multiple bonds [J].

Bandini, Marco .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (03) :1358-1367

[7] Gold-Catalyzed Dehydrative Transformations of Unsaturated Alcohols [J].

Biannic, Berenger ;

Aponick, Aaron .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (33) :6605-6617

[8]

Bond G.C., 1972, GOLD BULL, V5, P11, DOI [10.1007/bf03215149, DOI 10.1007/BF03215149]

[9] Gold-Catalyzed Carbon-Heteroatom Bond-Forming Reactions [J].

Corma, A. ;

Leyva-Perez, A. ;

Sabater, Maria J. .

CHEMICAL REVIEWS, 2011, 111 (03) :1657-1712

[10] Gold-Catalyzed Ethynylation of Arenes [J].

de Haro, Teresa ;

Nevado, Cristina .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (05) :1512-+

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