Reacción #1385046

ord-ae98851f49ce4a5aaa34018737b0f08b

Ecuación de reacción

FC(F)(F)c1ccc(I)cc1
4-Iodobenzotrifluoride
C1COCCN1
Morpholine
→
Cn1c(=O)c2c(ncn2C)n(C)c1=O
Cn1c(=O)c2c(ncn2C)n(
FC(F)(F)c1ccc(N2CCOCC2)cc1
FC(F)(F)c1ccc(N2CCOC
Rendimiento 4.7%
FC(F)(F)c1cccc(N2CCOCC2)c1
FC(F)(F)c1cccc(N2CCO

Reactantes

FC(F)(F)c1ccc(I)cc1
4-Iodobenzotrifluoride
CAS: 455-13-0
C1COCCN1
Morpholine
CAS: 110-91-8

Reactivos

[Cu][I]
COPPER(I) IODIDE
CAS: 7681-65-4
CC(C)(C)[O-].[K+]
potassium tert-butoxide
CAS: 865-47-4
CCN(CC)CCNC
N,N-DIETHYL-N'-METHYLETHYLENEDIAMINE
CAS: 104-79-0

Disolventes

CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso

Condiciones de reacción

Temperatura
80°CELSIUS

Tratamiento posterior

  1. 1
    OtroThe foil sealing tape was removed from the plate.
  2. 2
    workup.ADDITION3 μL of a 0.0667 M solution of caffeine in DMSO was added to each reaction well using an SPT Labtech Mosquito® liquid handling robot
  3. 3
    FiltraciónThe plates were then centrifuged for 15 to 20 seconds.
  4. 4
    workup.ALIQUOTFollowing centrifugation, 500 nL of the resultant mixture from each well was carefully dispensed into four 384-well analytical plates (Analytical Sales # 38435) using an SPT Labtech Mosquito® liquid handling robot. Each well of these analytical plates contained 30 μL of DMSO with 0.1% acetic acid, pre-dosed by OpenTrons, to facilitate analysis.

Fuente

DOI: 10.1021/jacs.6c05959High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions