Réaction #1385018

ord-d605cf7fb8ec454e964a2729221b7826

Équation de réaction

FC(F)(F)c1ccc(I)cc1
4-Iodobenzotrifluoride
C1COCCN1
Morpholine
→
FC(F)(F)c1ccc(N2CCOCC2)cc1
FC(F)(F)c1ccc(N2CCOC
Rendement 5.8%
Cn1c(=O)c2c(ncn2C)n(C)c1=O
Cn1c(=O)c2c(ncn2C)n(
FC(F)(F)c1cccc(N2CCOCC2)c1
FC(F)(F)c1cccc(N2CCO

Réactifs

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

Réactifs

Cc1cc(C)c(N2C=CN(c3c(C)cc(C)cc3C)[CH]2[Cu][Cl])c(C)c1
Chloro[1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I)
CAS: 873779-78-3
CC(C)(C)[O-].[K+]
potassium tert-butoxide
CAS: 865-47-4
O=C(O)C(=O)Nc1c(F)c(F)c(F)c(F)c1F
2,3,4,5,6-Pentafluoroanilino(oxo)acetic acid
CAS: 1454681-04-9

Solvants

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

Conditions de réaction

Température
80°CELSIUS

Traitement

  1. 1
    AutreThe 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
    FiltrationThe 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.

Source

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