Table 4.
Hydrozirconation and Pd-catalyzed cross coupling of enyne 25 and acyl-chlorides 26.
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| entry | R1 | 25 | R2 | 26 | yield 27 [%] | 27 |
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| 1 | Ph | a | Ph | a | 55 | aa |
| 2 | Ph | a | 4-Me-C6H4 | b | 57 | ab |
| 3 | Ph | a | 2-Me-C6H4 | c | 17 | ac |
| 4 | Ph | a | 4-F-C6H4 | d | 19 | ad |
| 5 | Ph | a | 4-Cl-C6H4 | e | 10 | ae |
| 6 | Ph | a | 4-Br-C6H4 | f | 20 | af |
| 7 | Ph | a | 4-NO2-C6H4 | g | 30 | ag |
| 8 | Ph | a | 4-MeO-C6H4 | h | 14 | ah |
| 9 | Ph | a | 2,4,6-Cl3-C6H2 | i | – | ai |
| 10 | Ph | a | 2,4-NO2-C6H3 | j | – | aj |
| 11 | Ph | a | 3,4,5-OMe-C6H2 | k | – | ak |
| 12 | Ph | a | C6F5 | l | – | al |
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| 13 | Ph | a | C2H2-Ph | m | 12 | am |
| 14 | Ph | a | C8H17 | n | 43 | an |
| 15 | Ph | a | C2H2-Me | o | 40 | ao |
| 16 | Ph | a | t-Bu | p | 32 | ap |
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| 17 | Ph | a | Me | 22 | 32 | aq |
| 18 | Ph | a | OEt | r | 22 | ar |
| 19 | Ph | a | CH2Cl | s | 23 | as |
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| 20 | 4-Me-C6H4 | b | Ph | a | 9 | ba |
| 21 | 4-Cl-C6H4 | c | Ph | a | 17 | ca |
| 22 | 4-NO2-C6H4 | d | Ph | a | 10 | da |
| 23 | n-C7H15 | e | Ph | a | 34 | ea |
| 24 | n-C7H15 | e | Me | 22 | 65 | eq |