Tetrahedron

Palladium-catalyzed arylation of polar organometallics mediated by 9-methoxy-9-borabicyclo [3.3. 1] nonane: Suzuki reactions of extended scope

A Fürstner, G Seidel

Index: Fuerstner, Alois; Seidel, Guenter Tetrahedron, 1995 , vol. 51, # 41 p. 11165 - 11176

Full Text: HTML

Citation Number: 118

Abstract

An alternative way for performing Suzuki reactions is presented. The necessary borate which is the actual nucleophile in these palladium catalyzed CC-bond formations is prepared from 9-methoxy-9-bora-bicyclo [3.3. 1] nonane (9-OMe-9-BBN) and a polar organometallic reagent RM, and not as usually from a borane and a base. This approach allows cross couplings of aryl halides with eg alkynyl-, methyl-, or TMSCH2-groups, which ...

Related Articles:

A new, efficient, and inexpensive copper (II)/salicylic acid complex catalyzed Sonogashira-type cross-coupling of haloarenes and iodoheteroarenes with terminal …

[Chen, Horung-Jyh; Lin, Zhe-Yi; Li, Meng-Yuan; Lian, Ruei-Jheng; Xue, Qing-Wen; Chung, Jui-Lun; Chen, Shu-Chih; Chen, Yao-Jung Tetrahedron, 2010 , vol. 66, # 39 p. 7755 - 7761]

A straightforward copper-free palladium methodology for the selective alkynylation of a wide variety of S-, O-, and N-based mono-and diheterocyclic bromides and …

[Saleh, Samer; Picquet, Michel; Meunier, Philippe; Hierso, Jean-Cyrille Tetrahedron, 2009 , vol. 65, # 34 p. 7146 - 7150]

Synthesis of 1, 2-disubstituted acetylenes via copper-catalyzed Suzuki coupling of organoboronic acids with 1, 1-dibromo-1-alkenes

[Liu, Jidan; Dai, Fenglin; Yang, Zhiyong; Wang, Sizhuo; Xie, Kai; Wang, Anwei; Chen, Xiang; Tan, Ze Tetrahedron Letters, 2012 , vol. 53, # 42 p. 5678 - 5683]

Synthesis of unsymmetrically disubstituted ethynes by the palladium/copper (I)-cocatalyzed sila-Sonogashira–Hagihara coupling reactions of alkynylsilanes with aryl …

[Nishihara, Yasushi; Inoue, Eiji; Noyori, Shintaro; Ogawa, Daisuke; Okada, Yoshiaki; Iwasaki, Masayuki; Takagi, Kentaro Tetrahedron, 2012 , vol. 68, # 24 p. 4869 - 4881]

Preparation of 3-substituted-2-pyridin-2-ylindoles: regioselectivity of Larock's indole annulation with 2-alkynylpyridines

[Roschangar, Frank; Liu, Jianxiu; Estanove, Emilie; Dufour, Marine; Rodriguez, Sonia; Farina, Vittorio; Hickey, Eugene; Hossain, Azad; Jones, Paul-James; Lee, Heewon; Lu, Bruce Z.; Varsolona, Richard; Schroeder, Juergen; Beaulieu, Pierre; Gillard, James; Senanayake, Chris H. Tetrahedron Letters, 2008 , vol. 49, # 2 p. 363 - 366]

More Articles...