1,2-Dibromobenzene → 2-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1490554
Brc1ccccc1Br>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(N2B(B3Nc4ccccc4N3c3ccccn3)Nc3ccccc32)nc1>CC1(C)OB(c2ccc(Br)c(Br)c2)OC1(C)C

Komponenten

6

Edukt 1

HCID 114141,2-Dibromobenzene

Produkt 1

HCID 467394342-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 2733548Bis(pinacolato)diboraneReagenzHCID 1223807993-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaboroleReagenzHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumKatalysatorHCID 138539Cyclopentyl methyl etherLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

The general procedure A was followed using 1,2-dibromobenzene (58.6 uL, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 80 oC. 5j was obtained as colorless oil (178.2 mg, 98%) after purification by silica gel flash chromatography (EtOAc/PE=1:50 v/v).

Quellen und Nachweise

ORD-Eintrag
ord-baadeffb87484aadb662317cb7d23eb1
Quelldatensatz
Borylation dataset from Roche

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