Sulfur-Promoted Synthesis of Benzoxazoles from 2-Aminophenols and Aldehydes

Le Anh Nguyen (1) , Thai Duy Dang (1) , Quoc Anh Ngo (1) , T .B. Nguyen (2)

1 VAST - Vietnam Academy of Science and Technology
2 ICSN - Institut de Chimie des Substances Naturelles

Elemental sulfur (S8) was found to be an excellent stoichiometric oxidant to promote oxidative condensation of 2‐aminophenols with a wide range of aldehydes, including aliphatic aldehyde such as cyclohexanecarboxaldehyde. The reactions were catalyzed by sodium sulfide in the presence of DMSO as an additive. The benzoxazole products were obtained in satisfactory yields. The reaction conditions could be applied to larger syntheses (10–50 mmol).

Domaines: Chimie organique

Le Anh Nguyen, Thai Duy Dang, Quoc Anh Ngo, T .B. Nguyen. Sulfur-Promoted Synthesis of Benzoxazoles from 2-Aminophenols and Aldehydes. European Journal of Organic Chemistry, 2020, 2020 (25), pp.3818-3821. ⟨10.1002/ejoc.202000523⟩. ⟨hal-02993895⟩