Scheme 28.
Suzuki-Miyaura cross-coupling of tosylates generated in situ from 86.
R | Ar | %Yield | |
---|---|---|---|
87a | C6H5 | -C6H5 | 85 |
87b | -C6H5 | 4-MeC6H4- | 88 |
87c | -C6H5 | 4-MeOC6H4- | 90 |
87d | -C6H5 | 4-ClC6H4- | 79 |
87e | 4-MeC6H4- | -C6H5 | 83 |
87f | 4-MeC6H4- | 4-MeC6H4- | 85 |
87g | 4-MeC6H4- | 4-MeOC6H4- | 85 |
87h | 4-MeC6H4- | 4-ClC6H4- | 79 |
87i | 4-MeOC6H4- | -C6H5 | 81 |
87j | 4-MeOC6H4- | 4-ClC6H4- | 75 |
87k | 4-MeOC6H4- | 4-MeC6H4- | 83 |
87l | 4-ClC6H4- | -C6H5 | 85 |
87m | 4-ClC6H4- | 4-ClC6H4- | 80 |
87n | 4-ClC6H4- | 4-MeC6H4- | 90 |
87o | 4-ClC6H4- | 4-MeOC6H4- | 75 |
87p | -CH2CH2CH3 | -C6H5 | 63 |
87q | -CH(CH3)2 | -C6H5 | 43 |
Reagents and Conditions: (i) ArB(OH)2, K2CO3, PdCl2(PPh3)2, TsCl, THF–H2O (20:1, v/v), 60 °C.