Direct Oxidation of Csp3 -H bonds using in Situ Generated Trifluoromethylated Dioxirane in Flow.

A fast, scalable, and safer Csp 3 -H oxidation of activated and un-activated aliphatic chains can be enabled by methyl(trifluoromethyl)dioxirane (TFDO). The continuous flow platform allows the in situ generation of TFDO gas and its rapid reactivity toward tertiary and benzylic Csp3 -H bonds. The process exhibits a broad scope and good functional group compatibility (28 examples, 8-99 %). The scalability of this methodology is demonstrated on 2.5 g scale oxidation of adamantane.The authors gratefully acknowledge the Walloon region (Bel-gium)-DG06 (Convention no. 7240) for fundin

Three-component assembly of multiply-substituted homoallylic alcohols and amines using a flow chemistry photoreactor

Oxadiazolines are bench-stable diazo precursors, which are activated under UV radiation in the presence of vinylboronic acids and aldehydes to enable a one-step three-component assembly of densely-functionalized homoallylic alcohols. Sub-stitution on all positions of the homoallylic alcohol product were achieved with high functional group tolerance. No catalyst or other additive was required to effect the reaction which proceeds at 20 ℃ over 40 minutes. Imines and indoles were also incorporated, giving access to homoallylic amines

Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow

Cheap and readily available aqueous formaldehyde was used as a formylating reagent in a homologation reaction with nonstabilized diazo compounds, enabled by UV photolysis of bench-stable oxadiazolines in a flow photoreactor. Various aliphatic aldehydes were synthesized along with the corresponding derivatized alcohols and benzimidazoles. No transition-metal catalyst or additive was required to affect the reaction, which proceeded at room temperature in 80 min.</p

Data supporting "Three-component assembly of multiply-substituted homoallylic alcohols and amines using a flow chemistry photoreactor"

Dataset related to 'Three-component assembly of multiply-substituted homoallylic alcohols and amines using a flow chemistry photoreactor'. Including 1H, 13C and 19F NMR files (.fid) as well as crystal structure file of compound 4a (.cif). The number of the folders, e.g. 4a, 4b, indicates the compound number in the manuscript. The name of the subfolders, e.g. 1H, 13C, indicates the revelant NMR file. Each individual file is directly generated and exported from Bruker NMR spectrometer. Subfolders could be imported, as a whole, to NMR softwares such as TopSpin or MestReNova, where they could be fully resolved into the corresponding NMR spectrum

Stereoselective synthesis of methyl (1R) trans- and (1R) cis-hemicaronaldehydes from natural tartaric acid : application to the synthesis of s-bioallethrin and deltamethrin insecticides

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Development of a Flow Photochemical Aerobic Oxidation of Benzylic C–H Bonds

A continuous mesofluidic process has been developed for benzylic C–H oxidation with moderate to good yields using a photocatalyst (riboflavin tetraacetate, RFT) activated by a UV lamp and an iron additive [Fe­(ClO₄)₂] via incorporation of singlet oxygen (¹O₂) for the direct formation of oxidized CO or CH–OH compounds

Trip around the three-membered cycles syntheses

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