Efficient Co(OAc)(2)-catalyzed aerobic oxidation of EWG-substituted 4-cresols to access 4-hydroxybenzaldehydes
Jiang, JAn; Du, JiaLei; Liao, DaoHua; Wang, ZGuo; Ji, YaFei
| HERO ID | 2896924 |
|---|---|
| In Press | No |
| Year | 2014 |
| Title | Efficient Co(OAc)(2)-catalyzed aerobic oxidation of EWG-substituted 4-cresols to access 4-hydroxybenzaldehydes |
| Authors | Jiang, JAn; Du, JiaLei; Liao, DaoHua; Wang, ZGuo; Ji, YaFei |
| Journal | Tetrahedron Letters |
| Volume | 55 |
| Issue | 8 |
| Page Numbers | 1406-1411 |
| Abstract | We reported an efficient ligand-free Co(OAc)(2 center dot)4H(2)O/NaOH/O-2/ethylene glycol reaction system that enables selective aerobic oxidation of a wide range of substrates covering 2,6-di-EWG-, 2,3,6-tri-EWG-, 2-EWG-, and 2-EWG-6-EDG-substituted 4-cresols into the corresponding 4-hydroxybenzaldehydes. Based on the experimental investigations and well-defined p-benzoquinone methides, a plausible reaction mechanism was proposed. Considering the simplicity of the procedure and importance of the products, the methodology was expected to become a favorable and practical tool in related benzylic C(sp(3))-H functionalization chemistry. (C) 2013 Elsevier Ltd. All rights reserved. |
| Doi | 10.1016/j.tetlet.2013.12.077 |
| Wosid | WOS:000332432300004 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | Aerobic oxidation; 4-Cresols; 4-Hydroxybenzaldehydes; Co(OAc)(2); Ethylene glycol |