Table 2.
Entry | Alcohol | Products | Yield% b | ||
---|---|---|---|---|---|
MW c | IR d | ||||
1 | 4b n = 0 | 0 | 0 | ||
4c n = 1 | 60 | 58 | |||
4d n = 2 | 40 | 22 | |||
4e n = 3 | 0 | 20 | |||
2 | 5b n = 0 | 0 | 0 | ||
5c n = 1 | 55 | 0 | |||
5d n = 2 | 28 | 0 | |||
5e n = 3 | 12 | 0 | |||
5f n = 4 | 5 | 0 | |||
5g n = 0 | 0 | 65 | |||
5h n = 1 | 0 | 25 | |||
5i n = 2 | 0 | 10 | |||
3 | 6b n = 0 | 0 | 0 | ||
6c n = 1 | 35 | 8 | |||
6d n = 2 | 65 | 92 |
a Reaction conditions: benzyl alcohols 4a–6a (2 mmol) and TAFF (20 mg); b Yields and composition of reaction mixture was determinate by GC-EIMS and HRMS; c Microwave at 85 °C (100 W), 4–10 min; d IR at 95 °C (375 W), 2.5–10 min.