Efficient preparation method of 4-hydroxybenzoic esters – Oxidation of substituted Hagemman’s ester

Autor: Sangho Koo, Sein Kang, Dahye Kim, Ik Joon In
Rok vydání: 2017
Předmět:
Zdroj: Tetrahedron Letters. 58:2264-2266
ISSN: 0040-4039
Popis: A practical two-step synthetic method of diversely R-substituted 4-hydroxybenzoic esters, which may have wide applications in household chemicals and polymeric materials, was developed by 2:1 coupling between ethyl acetoacetate and aldehydes (RCHO) in t -BuOK/ t -BuOH, followed by oxidative aromatization of the resulting Hagemman’s esters. Application of the condition using stoichiometric NBS and catalytic TMS·OTf efficiently induced oxidation of the Hagemman’s esters to produce 4-hydroxybenzoic esters.
Databáze: OpenAIRE