title: Direct conversion of alcohols to α-chloro aldehydes and α-chloro ketones.
abstract: Direct conversion of primary and secondary alcohols into the corresponding α-chloro aldehydes and α-chloro ketones using trichloroisocyanuric acid, serving both as stoichiometric oxidant and α-halogenating reagent, is reported. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols (TEMPO-free protocol), MeOH as an additive is essential to promote chlorination of the intermediary ketones.
authors.affiliation: Institute of Organic Chemistry, Westfälische Wilhems-University , Corrensstraße 40, 48149 Münster, Germany.
authors.forename: Yuanyuan
authors.initials: Y
authors.lastname: Jing
authors.forename: Constantin G
authors.initials: CG
authors.lastname: Daniliuc
authors.forename: Armido
authors.initials: A
authors.lastname: Studer
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D016877:Oxidants; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D014227:Triazines / Q000737:chemistry
chemical_list: D000438:Alcohols; D000447:Aldehydes; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; D016877:Oxidants; D014227:Triazines; C557580:trichloroisocyanuric acid