Table 2. Photodetosylation Optimization and Control Reactionsa.
| entry | equiv of DHP I | equiv of Cs2CO3 | time (h) | yield of 11b (%) |
|---|---|---|---|---|
| 1 | 1.0 | 5.0 | 18 | 72 |
| 2 | 1.2 | 5.0 | 18 | 81 |
| 3 | 1.5 | 5.0 | 18 | 83 |
| 4 | 1.2 | 4.0 | 18 | 99 |
| 5 | 1.2 | 0 | 18 | c |
| 6 | 1.2 | 4.0 | 18 | c,d |
| 7 | 1.2 | 4.0 | 8 | 89 |
| 8 | 1.2 | 4.0 | 12 | 97 |
Ts: tosyl.
Yields calculated by 1H NMR using 1,3,5-trimethoxybenzene as an external standard.
No reaction.
No light.
