Table 2 Nucleophillic substitution reaction of benzyl halides with inorganic azide salts in sulfolenes and DMSO
Entry | Solvent | Reactants | Reaction time (h) | Yielda (%) |
|---|---|---|---|---|
1 | DMSO [8] | BnBr, NaAz | 1 | 98 |
2 | PS | BnCl, NaAz | 3 | 6 ± 0 |
3 | BS | BnCl, NaAz | 1 3 | 49 ± 5 86 ± 4 |
4 | BS | BnCl, 1.5 NaAz | 1 3 | 65 ± 2 93 ± 1 |
5 | DMSO (1 % H2O)b | BnCl, NaAz | 1 | 97 ± 0 |
6 | BS (1 % H2O) | BnCl, NaAz | 1 3 | 93 ± 1 95 ± 1 |
7 | BS (1 % H2O) | BnCl, CsAz | 1 | 96 ± 0 |
8 | BS | BnBr, NaAz | 1 | 100c |