Suzuki coupling

E351603

Suzuki coupling is a widely used palladium-catalyzed cross-coupling reaction that forms carbon–carbon bonds between organoboron compounds and organic halides, fundamental in organic synthesis and pharmaceutical chemistry.

All labels observed (6)

How this entity was disambiguated

Statements (57)

Predicate Object
instanceOf carbon–carbon bond-forming reaction ⓘ
cross-coupling reaction ⓘ
organic reaction ⓘ
palladium-catalyzed reaction ⓘ
advantage compatibility with aqueous media ⓘ
mild reaction conditions ⓘ
tolerance of many functional groups ⓘ
use of relatively nontoxic organoboron reagents ⓘ
applicationArea materials science ⓘ
natural product synthesis ⓘ
organic synthesis ⓘ
pharmaceutical chemistry ⓘ
catalyst palladium ⓘ
developedBy Akira Suzuki ⓘ
Norio Miyaura ⓘ
firstReportedIn 1979 ⓘ
formsBondBetween aryl and aryl groups ⓘ
aryl and vinyl groups ⓘ
sp2 carbon centers ⓘ
vinyl and vinyl groups ⓘ
formsBondType C–C bond ⓘ
hasAlternativeName Suzuki–Miyaura coupling ⓘ
linked to: Suzuki coupling
mechanisticStep oxidative addition ⓘ
reductive elimination ⓘ
transmetalation ⓘ
namedAfter Akira Suzuki ⓘ
Norio Miyaura ⓘ
NobelLaureateAssociated Akira Suzuki ⓘ
recognizedBy Nobel Prize in Chemistry 2010 ⓘ
relatedReaction Heck reaction ⓘ
Kumada coupling ⓘ
Negishi coupling ⓘ
Sonogashira coupling ⓘ
Stille coupling ⓘ
linked to: Suzuki coupling
requires base ⓘ
typicalBase carbonate base ⓘ
hydroxide base ⓘ
organic amine base ⓘ
phosphate base ⓘ
typicalCatalyst Pd(0) complex ⓘ
Pd(II) complex ⓘ
typicalSolvent mixture of water and organic solvent ⓘ
polar aprotic solvent ⓘ
usesReagent alkenyl halide ⓘ
alkenylboronic acid ⓘ
alkyl halide ⓘ
alkylboronic acid ⓘ
aryl halide ⓘ
arylboronic acid ⓘ
organic halide ⓘ
organoboron compound ⓘ
organoboronic acid ⓘ
organoboronic ester ⓘ
pseudohalide ⓘ
triflate ⓘ
vinyl halide ⓘ
vinylboronic acid ⓘ

How these facts were elicited

Referenced by (11)

Full triples — surface form annotated when it differs from this entity's canonical label.

Akira Suzuki → knownFor → Suzuki coupling ⓘ
Akira Suzuki → knownFor → Suzuki–Miyaura cross-coupling reaction ⓘ
linked to: Suzuki coupling
Akira Suzuki → coDeveloperOf → Suzuki coupling ⓘ
Akira Suzuki → coDeveloperOf → Suzuki–Miyaura cross-coupling reaction ⓘ
linked to: Suzuki coupling
Suzuki coupling → hasAlternativeName → Suzuki–Miyaura coupling ⓘ
linked to: Suzuki coupling
Suzuki coupling → relatedReaction → Stille coupling ⓘ
linked to: Suzuki coupling
Buchwald–Hartwig amination → relatedTo → Suzuki–Miyaura coupling ⓘ
linked to: Suzuki coupling
Norio Miyaura → knownFor → Suzuki–Miyaura cross-coupling ⓘ
linked to: Suzuki coupling
Norio Miyaura → knownFor → Suzuki–Miyaura reaction ⓘ
linked to: Suzuki coupling
Norio Miyaura → coDeveloperOf → Suzuki–Miyaura cross-coupling ⓘ
linked to: Suzuki coupling
Norio Miyaura → coDeveloperOf → Suzuki–Miyaura reaction ⓘ
linked to: Suzuki coupling