title: Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions.
abstract: Thiol and selenol esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides or diselenides in ethyl acetate under metal-free conditions. Among the oxidants examined, tert-butyl peroxide (TBP) was shown to give the best results. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields. Compared with the previous method, the present route is very simple, atom-economical and environmentally friendly.
authors.affiliation: Jiangsu Key Laboratory of Biofunctional Materials, College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210097, China.
authors.forename: Chunhuan
authors.initials: C
authors.lastname: He
authors.forename: Xuewei
authors.initials: X
authors.lastname: Qian
authors.forename: Peipei
authors.initials: P
authors.lastname: Sun
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D003497:Cyclic N-Oxides / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D008670:Metals / Q000737:chemistry*; D058451:Oxidative Coupling; D018036:Selenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D003497:Cyclic N-Oxides; D004220:Disulfides; D004952:Esters; D008670:Metals; D018036:Selenium Compounds; D013438:Sulfhydryl Compounds; C442270:selenol; C003959:TEMPO