Aza-Henry reaction optimization.
| |||||
|---|---|---|---|---|---|
| Entrya | PC | x (mol%) | Solvent | λ (nm) | Convb. (%) |
| 1 | ICG | 10 | CH3NO2c | 810 | 16 |
| 2 | IR-813 | 10 | CH3NO2c | 810 | 28 |
| 3 | DTCCI | 10 | CH3NO2c | 810 | 14 |
| 4 | cy746 | 10 | CH3NO2c | 810 | 57 |
| 5 | cy746 | 10 | CH3NO2c | 780 | 14 |
| 6 | cy746 | 10 | CH3NO2c | 940 | <5 |
| 7 | cy746 | 10 | DCM | 810 | 48 |
| 8 | cy746 | 10 | DMF | 810 | n.r |
| 9 | cy746 | 10 | MeOH | 810 | 28 |
| 10 | cy746 | 10 | DMSO | 810 | 91 |
| 11 | cy746 | 5 | DMSO | 810 | 85 |
| 12 | cy746 | 1 | DMSO | 810 | 67 |
| 13 | cy746 | — | DMSO | 810 | 16 |
| 14d | cy746 | 5 | DMSO | 810 | n.r |
| 15e | cy746 | 5 | DMSO | 810 | 5 |
Run on 0.1 mmol scale.
Conversions are determined on the crude by 1H-NMR.
CH3NO2 is used as solvent.
Run in the dark.
Run under nitrogen atmosphere in the absence of air.