Ultrasound-assisted synthesis of Z and E stilbenes by Suzuki cross-coupling reactions of organotellurides with potassium organotrifluoroborate salts

Cella, Rodrigo; Stefani, Hélio A.

doi:10.1016/j.tet.2006.03.090

Cited by 103 publications

(27 citation statements)

References 43 publications

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“…In addition to Buchwald's S-Phos ligand discussed above, 20 bis(thiourea) ligands utilized under aerobic conditions have been touted as possessing high activity when coupled with activated aryl bromides, 41 and palladium on activated carbon has been employed in biaryl synthesis using water as the solvent. 42 Additionally, microwave 4,43 and ultrasound 44 technologies have enhanced the organotrifluoroborate cross-coupling process with great success.…”

Section: Development Of Cross-coupling Reactionsmentioning

confidence: 99%

Organotrifluoroborates: Protected Boronic Acids That Expand the Versatility of the Suzuki Coupling Reaction

2007

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Organotrifluoroborates represent an alternative to boronic acids, boronate esters, and organoboranes for use in Suzuki-Miyaura and other transition-metal-catalyzed cross-coupling reactions. The trifluoroborate moiety is stable toward numerous reagents that are often problematic for other boron species. Consequently, remote functional groups within the organotrifluoroborates can be manipulated, while retaining the valuable carbon-boron bond.

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Section: Development Of Cross-coupling Reactionsmentioning

confidence: 99%

Organotrifluoroborates: Protected Boronic Acids That Expand the Versatility of the Suzuki Coupling Reaction

2007

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“…These compounds were then submitted to a Suzuki cross-coupling reaction with potassium aryltrifluoroborates 2 to give the desired stilbenes in good to moderate yields, being one feature of the method the tolerance of functional groups in both substrates (Scheme 2). …”

Section: Methodsmentioning

confidence: 99%

Synthesis of Combretastatin A-4 Analogs with Antitumoral Properties

Bezerra¹,

Militão²,

Silva³

et al. 2013

Proceedings of the 14th Brazilian Meeting on Organic Synthesis Proceedings

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“…434 The process has also been performed using Evinylic trifluoroborates under ultrasound conditions, affording stilbene derivatives. 435 O O Ten-Bu …”

Section: Tellurium Heterocyclesmentioning

confidence: 99%