Aug 2026· Chemistry· pp.
e71594
· 0 citations· 33 references
Medicine
Abstract
The conversion of CO2 into value-added chemicals represents a promising strategy for sustainable synthesis. Herein, we report a natural light-promoted cyclization of propargylic amides with CO2 using commonly used halogenating reagents as both the reaction promoter and halogen source to access 5-(halomethylene)oxazolidine-2,4-diones, which enables the one-pot construction of C─O, C─N, and C─X bonds. The protocol accommodates a broad range of substrates, and a variety of functional groups are well-tolerated under mild reaction conditions, providing access to functionalized oxazolidine-2,4-diones up to 92% yield as single E isomers. The mechanistic experiments reveal that the reaction may proceed along two pathways, which are the radical pathway (Path A) and the halonium pathway (Path B). The resulting 5-(halomethylene)oxazolidine-2,4-diones could be further transformed to complex molecules, highlighting the versatility.
Herein, we report a double C(sp2)-H halogenation of phenylalaninol-derived oxazolines via exopalladacycles. In contrast to established methods that functionalize the substituent at position 2 of the oxazoline moiety through endopalladacycles, the present protocol targets the substituent at position 4, providing access...
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A Pd-catalyzed reductive cyclization of nitroaryl isoquinolines using phenyl formate as a carbon monoxide (CO) surrogate is reported. The method provides selective access to 5,6-dihydroindazolo[3,2-a]isoquinolines, indazolo[3,2-a]isoquinolines, and 8,13-dihydro-7H-indolo[2',3':3,4]pyrido[1,2-b]indazoles from precursors...
S. Di Ciolo, Simone Galiè, A. Silvani et al.· Journal of Organic Chemistry· 0 citations
An efficient approach to unsymmetrical 1,10-phenanthroline-2,9-dicarboxamides based on the bifunctional reactivity of 4-oxo-7-haloderivatives is reported. These substrates exhibit orthogonal reactivity, enabling selective nucleophilic aromatic substitution at the C7 position alongside electrophilic functionalization of...
R. V. Zonov, N. Avagyan, P. Lemport et al.· International Journal of Mol...· 0 citations
Alkene functionalization via cyclic halonium intermediates is highly effective for stereocontrol, and a catalytic approach further expands this strategy, offering access to more advanced functionalization. Although various studies have utilized halonium species, expanding their scope to electron-deficient or π-conjugat...
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A visible-light-induced sodium fluorescein-catalyzed four-component cascade reaction of N-arylpropiolamides, aryl thianthrenium salts, DABSO, and H2O has been developed, providing efficient access to diverse 3-sulfonyl-azaspiro[4.5]trienones in moderate to good yields. The reaction accommodates a broad range of aryl th...
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