TABLE 3.
Synthesis of Other Heterocycles Using Aryl Chlorides as Electrophilesa
entry | substrate | product | yieldb |
---|---|---|---|
1 |
![]() 8 |
![]() 14 |
77% |
2 |
![]() 9 |
![]() 15 |
81% (20:1 dr) |
3 |
![]() 10 |
![]() 16 |
73% |
4 |
![]() 11 |
![]() 17 |
89%c |
5 |
![]() 12 |
![]() Not observed 18 |
0% |
6 |
![]() 13 |
![]() 19 Not observed |
0% |
Conditions: substrate (1 equiv), aryl chloride (1.2 equiv), NaOtBu (1.2 equiv), Pd(OAc)2 (2 mol %), S-Phos (4 mol %), toluene (0.25 M), 90 °C or 110 °C.
Isolated yield (average of two or more experiments).
This material was obtained as a 13:1 mixture of regioisomers.