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Cross-coupling organoboron

Palladium-catalyzed cross-coupling with organoboron compounds... [Pg.271]

Scheme 8.14. Palladium-Catalyzed Cross Coupling of Organoboron Reagents... Scheme 8.14. Palladium-Catalyzed Cross Coupling of Organoboron Reagents...
Cross-coupling with organoboron compounds (the Suzuki-Miyaura reaction) is by far the most popular and versatile method of cross-coupling, and has been extensively reviewed.3-5... [Pg.308]

Organoboron compounds cannot react without proper activation. The use of oxygen bases is inherent in the standard Suzuki-Miyaura cross-coupling method. Fluorides (usually CsF) can be used as alternative activating agents, which is particularly useful in cases when the reagents are incompatible with oxygen bases for the reactions run under anhydrous conditions,24 (66) 241 Fluoride activation can be effective, however, even under aqueous phase-transfer conditions (67) 242... [Pg.328]

Palladium- and copper-catalysed cross-coupling of organotellurium dichlorides with organostannanes and organoboronic acids... [Pg.198]

The overall mechanism is closely related to that of the other cross-coupling methods. The aryl halide or triflate reacts with the Pd(0) catalyst by oxidative addition. The organoboron compound serves as the source of the second organic group by transmetala-tion. The disubstituted Pd(II) intermediate then undergoes reductive elimination. It appears that either the oxidative addition or the transmetalation can be rate-determining, depending on reaction conditions.134 With boronic acids as reactants, base catalysis is normally required and is believed to involve the formation of the more reactive boronate anion.135... [Pg.515]

Together with the organoboron procedures mentioned above, the Pd-catalyzed cross coupling procedures have been applied to the synthesis of a wide variety of insect pheromones, terpenoids, and carotenoids. [Pg.169]

The recent emergence of the Suzuki coupling as the method of choice for the cross-coupling of aryl halides,2 3 due to its functional group tolerance and the stability of organoboron compounds, is clearly reflected by the proportion of these transformations in the literature. [Pg.176]

See other pages where Cross-coupling organoboron is mentioned: [Pg.218]    [Pg.24]    [Pg.29]    [Pg.480]    [Pg.198]    [Pg.21]    [Pg.33]    [Pg.34]    [Pg.300]    [Pg.723]    [Pg.739]    [Pg.743]    [Pg.305]    [Pg.307]    [Pg.308]    [Pg.308]    [Pg.309]    [Pg.310]    [Pg.313]    [Pg.313]    [Pg.326]    [Pg.339]    [Pg.126]    [Pg.389]    [Pg.6]    [Pg.198]    [Pg.507]    [Pg.515]    [Pg.216]    [Pg.2]    [Pg.20]    [Pg.418]    [Pg.660]    [Pg.116]    [Pg.20]    [Pg.98]    [Pg.138]    [Pg.145]   
See also in sourсe #XX -- [ Pg.39 , Pg.40 , Pg.41 , Pg.42 , Pg.43 , Pg.44 , Pg.45 ]



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Organoboronates

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