Gold(I)-catalyzed intramolecular hydroarylation of allenes

被引：79

作者：

Tarselli, Michael A. ^{[1
]}

Gagne, Michel R. ^{[1
]}

机构：

[1] Univ N Carolina, Caudill Labs, Chapel Hill, NC 27599 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 06期

关键词：

D O I：

10.1021/jo7024948

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Gold(I) complexes react with 4-allenyl arenes in an exo fashion to furnish vinyl-substituted benzocycles. Phosphite gold(I) monocations were found to be optimal, and the catalyst was tolerant of ethers, esters, and pyrroles. Reactions proceeded in unpurified solvent at room temperature.

引用

页码：2439 / 2441

页数：3

共 26 条

[1] An expedient approach to allenes and polycyclic structures using propargyl radicals [J].

Alameda-Angulo, C ;

Quiclet-Sire, W ;

Zard, SZ .

TETRAHEDRON LETTERS, 2006, 47 (06) :913-916

[2] Innovative catalytic protocols for the ring-closing Friedel-Crafts-type alkylation and alkenylation of arenes [J].

Bandini, Marco ;

Emer, Enrico ;

Tommasi, Simona ;

Umani-Ronchi, Achille .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (16) :3527-3544

[3] Catalytic carbophilic activation:: Catalysis by platinum and gold π acids [J].

Fuerstner, Alois ;

Davies, Paul W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (19) :3410-3449

[4] Gold-catalyzed organic reactions [J].

Hashmi, A. Stephen K. .

CHEMICAL REVIEWS, 2007, 107 (07) :3180-3211

[5] Gold catalysis [J].

Hashmi, A. Stephen K. ;

Hutchings, Graham J. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (47) :7896-7936

[6]

Hashmi ASK, 2000, ANGEW CHEM INT EDIT, V39, P2285, DOI 10.1002/1521-3773(20000703)39:13<2285::AID-ANIE2285>3.0.CO

[7]

2-F

[8] Remarkably mild and efficient intramolecular Friedel-Crafts cyclization catalyzed by In(III) [J].

Hayashi, Ryuji ;

Cook, Gregory R. .

ORGANIC LETTERS, 2007, 9 (07) :1311-1314

[9] AuCl-catalyzed synthesis of benzyl-protected substituted phenols: A formal [3+3] approach [J].

Huang, Xiaogen ;

Zhang, Liming .

ORGANIC LETTERS, 2007, 9 (22) :4627-4630

[10] (N-Heterocyclic carbene) Gold(I)-Catalyzed cycloisomerization of cyclohexadienyl Alkynes to Tetracyclo[3.3.0.02,8.04,6] octanes [J].

Kim, Soo Min ;

Park, Ji Hoon ;

Choi, Soo Young ;

Chung, Young Keun .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (32) :6172-6175

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