Substrate scope for Cu-catalyzed cyanosilylation of substituted benzaldehydes with TMSCNa.
| Entry | Substituted benzaldehyde (R-C6H4CHO) | Product yieldb (%) |
|---|---|---|
| 1 | R = H | 96 |
| 2 | R = 2-NO2 | 98 |
| 3 | R = 3-NO2 | >99 |
| 4 | R = 4-NO2 | >99 |
| 5 | R = 4-Cl | 94 |
| 6 | R = 4-OH | 61 |
| 7 | R = 4-CH3 | 56 |
| 8 | R = 4-OCH3 | 27 |
Conditions: aldehyde (0.5 mmol), TMSCN (1.0 mmol), catalyst 1 (3.0 mol%), CH2Cl2 (2.5 mL), 35 °C.
Yield on the basis of 1H NMR analysis: [moles of product per mol of aldehyde substrate] × 100%.