Tetrahedron

Microwave-assisted Suzuki–Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1, 3, 2-diazaborolanes

SW Hadebe, S Sithebe, RS Robinson

Index: Hadebe, Siphamandla W.; Sithebe, Siphamandla; Robinson, Ross S. Tetrahedron, 2011 , vol. 67, # 23 p. 4277 - 4282

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Citation Number: 8

Abstract

Abstract Nitrogen-based boronate esters, such as 2-octyl-benzo-1, 3, 2-diazaborolane, 2- phenethyl-benzo-1, 3, 2-diazaborolane, and 2-{(1E)-hexenyl}-benzo-1, 3, 2-diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity ...

Boronic acids: new coupling partners in room-temperature Suzuki reactions of alkyl bromides. Crystallographic characterization of an oxidative-addition adduct …

[Kirchhoff, Jan H.; Netherton, Matthew R.; Hills, Ivory D.; Fu, Gregory C. Journal of the American Chemical Society, 2002 , vol. 124, # 46 p. 13662 - 13663]

Cross-coupling reaction of alkyl-or arylboronic acid esters with organic halides induced by thallium (I) Salts and palladium-catalyst.

[Sato, Makoto; Miyaura, Norio; Suzuki, Akira Chemistry Letters, 1989 , p. 1405 - 1408]

Palladium-catalyzed inter-and intramolecular cross-coupling reactions of B-alkyl-9-borabicyclo [3.3. 1] nonane derivatives with 1-halo-1-alkenes or haloarenes. …

[Miyaura, Norio; Ishiyama, Tatsuo; Sasaki, Hirotomo; Ishikawa, Masako; Satoh, Makoto; Suzuki, Akira Journal of the American Chemical Society, 1989 , vol. 111, # 1 p. 314 - 321]