Table 3.
Synthesis of indanones via Nazarov cyclization
| # | Starting material | Conditions | Product | Yield; dr (trans:cis) |
|---|---|---|---|---|
| 1 | ![]() |
5 mol % Cu(OTf)2, DCE, 60 °C |
![]() |
81%; >20:1 |
| 2 | ![]() |
5 mol % Cu(ClO4)2, DCE, 45 °C |
![]() |
75%; >20:1 |
| 3 | ![]() |
5 mol % Cu(ClO4)2, DCE, rt |
![]() |
--a; 3:1 |
| 4 | ![]() |
cat. Sc(OTf)3/ Li(ClO4), DCE, 45 °C |
![]() |
81%; 3:1 |
| 5 | ![]() |
cat. Sc(OTf)3/ Li(ClO4), DCE, 45 °C |
![]() |
-b |
| 6 | 16d | (TMS)NTf2 | 18d | -b |
| 7 | 16d | 1.1 eq. AlCl3, DCE, 0 °C |
18d | 71%; 3.6:1 |
| 8 | 16d | 1.1 eq. Sc(OTf)3, DCE, rt |
18d | 46%; 3.6:1 |
| 9 | ![]() |
1.1 eq. AlCl3, DCE, 0 °C |
18d | ~70–75%; 3.6:1 |
See Experimental section
Decomposition










