title: Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles via Oxidative C(CO)-C(Methyl) Bond Cleavage of Methyl Ketones.
abstract: A new strategy for the synthesis of 1,3,4-oxadiazoles was established through direct annulation of hydrazides with methyl ketones. It was found that the use of K2CO3 as a base achieves an unexpected and highly efficient C-C bond cleavage. This reaction is proposed to go through oxidative cleavage of Csp(3)-H bonds, followed by cyclization and deacylation.
authors.forename: Qinghe
authors.initials: Q
authors.lastname: Gao
authors.forename: Shan
authors.initials: S
authors.lastname: Liu
authors.forename: Xia
authors.initials: X
authors.lastname: Wu
authors.forename: Jingjing
authors.initials: J
authors.lastname: Zhang
authors.forename: Anxin
authors.initials: A
authors.lastname: Wu
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D011188:Potassium / Q000737:chemistry*
chemical_list: D002254:Carbonates; D006834:Hydrazines; D007659:Ketones; D010069:Oxadiazoles; C583463:1,3,4-oxadiazole; C037593:potassium carbonate; D011188:Potassium