Reaktion #694865

ord-8380da2d94c24cb4982e1fedfd8d62f5

Reaktionsgleichung

COc1ccc(Cl)cc1
COc1ccc(Cl)cc1
OB(O)c1ccc(C(F)(F)F)cc1
OB(O)c1ccc(C(F)(F)F)
→
COc1ccc(-c2ccc(C(F)(F)F)cc2)cc1
COc1ccc(-c2ccc(C(F)(
Ausbeute 3.0%

Edukte

COc1ccc(Cl)cc1
COc1ccc(Cl)cc1
OB(O)c1ccc(C(F)(F)F)cc1
OB(O)c1ccc(C(F)(F)F)cc1

Reagenzien

O
water
C1=C\CC/C=C\CC/1.C1=C\CC/C=C\CC/1.[Ni]
Ni(cod)2
CAS: 1295-35-8
CC(C)(C)P(c1cc2ccccc2n1-c1ccccc1)C(C)(C)C
PtBu2(N-Ph-indol-2-yl), cataCXiumPIntB
O=P([O-])([O-])[O-].[K+].[K+].[K+]
K3PO4

Lösungsmittel

C1COCCO1
dioxane
C1COCCO1
dioxane
C1COCCO1
dioxane
C1COCCO1
dioxane

Reaktionsbedingungen

Temperatur
60°CELSIUS

Aufarbeitung

  1. 1
    workup.ADDITIONDilute with acetonitrile
  2. 2
    workup.ALIQUOT
  3. 3
    SonstigeDiluent solution was made in 1 L batches with 950 mL acetonitrile, 25 mL water, 25 mL glacial acetic acid, and 53 mg 4,4’-di-tert-butylbiphenyl as an external standard (0.2 equiv standard per reaction). Aliquot taken from each well (47 ul) is added into 753 ul of diluent solution

Vorschrift

pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate

Quelle

DOI: 10.26434/chemrxiv.14388557.v1Ni-catalyzed Suzuki Miyaura cross-coupling