Table 1.
Coupling of 2-ONN derivatives 1a–c with different organohalides.
Entry | Deriv.a | Coupling agent | Producta,b | % Yieldc |
---|---|---|---|---|
1 | 1a–c | ![]() |
![]() |
2a: 66 |
2b: 58 | ||||
2c: 62 | ||||
2 | 1a–c | ![]() |
![]() |
3a: 87 |
3b: 70 | ||||
3c: 51 | ||||
3 | 1a | ![]() |
![]() |
66 |
4 | 1a | ![]() |
![]() |
80 |
5 | 1b,c | ![]() |
![]() |
6b: 57 |
6c: 53 | ||||
6 | 1a–c | ![]() |
![]() |
7a: 76 |
7b: 62 | ||||
7cAc: 45 | ||||
7 | 1a–c | ![]() |
![]() |
8a: 74 |
8b: 88 | ||||
8c: 82 | ||||
8 | 1a | ![]() |
![]() |
82 |
9 | 1a | ![]() |
![]() |
73 |
a: Ar = Py; Ar′ = PhCl, b: Ar = Th; Ar′ = PhPr, c: Ar = Ar′ = Th.
Glc: glucosyl, Gal: galactosyl, Lac: lactosyl.
Coupling yield before deprotection.
Coupling product was not deacetylated for 7cAc.