Reacción #694946

ord-4b2385a50d9345ad9d8be033bd2df057

Ecuación de reacción

COc1ccc(Cl)cc1
COc1ccc(Cl)cc1
Cc1cc(C)c(B(O)O)c(C)c1
Cc1cc(C)c(B(O)O)c(C)
→
COc1ccc(-c2c(C)cc(C)cc2C)cc1
COc1ccc(-c2c(C)cc(C)
Rendimiento 12.0%

Reactantes

COc1ccc(Cl)cc1
COc1ccc(Cl)cc1
Cc1cc(C)c(B(O)O)c(C)c1
Cc1cc(C)c(B(O)O)c(C)c1

Reactivos

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)CP(CC(C)C)CC(C)C
P(iBu)3
O=P([O-])([O-])[O-].[K+].[K+].[K+]
K3PO4

Disolventes

C1COCCO1
dioxane
C1COCCO1
dioxane
C1COCCO1
dioxane
C1COCCO1
dioxane

Condiciones de reacción

Temperatura
60°CELSIUS

Tratamiento posterior

  1. 1
    workup.ADDITIONDilute with acetonitrile
  2. 2
    workup.ALIQUOT
  3. 3
    OtroDiluent 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

Procedimiento

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

Fuente

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