Table 1. Condition Screening for the MCC-McP-Au0-Catalyzed Cycloisomerization of Alkynoic Acidsa.
| entry | solvent | temp (°C) | time (h) | conversion (%)b |
|---|---|---|---|---|
| 1 | CH2Cl2 | RT | 96 | 33 |
| 2 | CH2Cl2 | 40 | 24 | 20 |
| 3 | toluene | 90 | 23 | 99 |
| 4 | dioxane | 90 | 23 | 81 |
| 5 | CH3CN | 90 | 23 | 99 |
| 6c | toluene | 90 | 23 | 0 |
| 7d | toluene | 90 | 23 | 2 |
Reaction conditions unless specified otherwise: 1a (0.4 mmol), MCC-McP-Au0 (5 mg, 0.32 mol % Au0), solvent (1 mL).
Conversion to 2a as determined by 1H NMR using 1,4-dinitrobenzene as internal standard.
Reaction performed with MCC-sulfonic acid propyl silane (MCC-Si-CH2CH2CH2SO2H).
