Table 8.
Optimization of CMD promotors with alkene 4a.
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---|---|---|
Entry | CMD promotor | Yield % (5a/5a’/5a”/4a) |
1 | L1 | 12/24/38/38 |
2 | L2 | 14/trace/trace/74 |
3 | L3 | 9/6/35/35 |
4 | L4 | 11/24/38/34 |
5 | L6 | 14/trace/10/62 |
6 | L7 | 5/trace/9/74 |
7 | L8 | trace/3/23/24 |
8 | L9 | 3/3/32/19 |
Standard conditions are 4a (0.1 mmol, 1.0 equiv), 2a (1.5 equiv), Pd(OAc)2 (10 mol %), CMD promoter (20 mol %), NBE N6 (50 mol %), AgOAc (2.0 equiv), MTBE (0.5 mL, 0.2 M), under air, 100 °C, 24 hours. Yields were determined by 1H NMR analysis using CH2Br2 as the internal standard.