Table 2.
entry | silanol | catechol | yield, %a | |
---|---|---|---|---|
1 | 3b | 81 | ||
2 | 3c | 94 | ||
3 | 3d | 57b | ||
4 | 3e | 77 | ||
5 | 3f | 68c | ||
6 | 3g | 93 | ||
7 | 3h | 78 | ||
8 | 3i | 87 | ||
9 | 3j | 88 | ||
10 | 3k | 76c | ||
1l | 3l | 62b,d | ||
12 | 3m | 84b,d | ||
13 | 3n | 83b,d | ||
14 | 3o | 70b,d | ||
15 | 3p | 60b,d | ||
16 | 3q | 47b,d,e | ||
17 | 3r | 65b,d | ||
18 | 3s | 35b,d | ||
19 | 3t | 29b,d | ||
20 | 3u | 76b,d | ||
21 | 3v | 54b,d |
Isolated yields.
Isolated as bis-acetates by further treatment of the catechols with Ac2O and pyridine in the same pot.12
Major isomer is shown (34:1).
PhCF3 was used instead of PhMe, PhI(OAc)2 (1.5 equiv), 120 °C.
10 mol% Pd(OPiv)2 was used.