Rh(III)-Catalyzed Atroposelective C–H Selenylation of 1-Aryl Isoquinolines

ACS Catalysis, Год журнала: 2024, Номер 14(8), С. 6009 - 6015

Опубликована: Апрель 5, 2024

Rhodium(III)-catalyzed atroposelective C–H selenylation of 1-aryl isoquinolines has been achieved. The direct reaction between and 2-(phenylselanyl)isoindoline-1,3-dione in the presence chiral SCpRh(III) complex afforded a series axially isoquinoline selenides up to 95% yield 96% ee. features mild conditions broad substrate scope. DFT calculations revealed that C–Se bond formation step proceeds through formal SN2 pathway.

Язык: Английский

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Copper‐Mediated Cross‐Dehydrogenative Coupling Reaction of Pyrrole and Indole Derivatives with Thiols

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(8)

Опубликована: Янв. 16, 2024

Abstract A copper‐mediated C(sp 2 )−H thiolation of pyrrole and indole derivatives with commercially available thiols utilizing a removable monodentate directing group is described. This protocol tolerated broad range functional groups provided the thiolated products in 40 %–97 % yields. Furthermore, synthetic utility this was demonstrated by late‐stage functionalization bioactive tryptophan peptide. Preliminary mechanistic studies indicated that Cu(II)/Cu(III) reaction model most likely to be involved C−H thiolation.

Язык: Английский

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Palladium‐Catalyzed C3‐Carbaldehyde Directed Regioselective C2‐Thioarylation of Indoles

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(11)

Опубликована: Апрель 5, 2024

Palladium-catalyzed thioarylation of indoles by diaryl disulfides in the presence phenyliododiacetate is reported. The directing potential weakly coordinating aldehyde group present at 3-position indole was exploited for regioselective C2-H over possible C4-H functionalization. Mechanistic studies reveal that process involves initial generation thioaryl radical followed sequential C-H activation, thiolate transfer, and reductive elimination.

Язык: Английский

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Electrochemical Selenocyclization of N-(2-Alkyle)Anilines: Access to 3-Selenylquinolines

Опубликована: Янв. 1, 2024

Язык: Английский

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Electrochemical Selenocyclization of N-Alkyl anilines: Access to 3-Selenyl quinolines

Tetrahedron, Год журнала: 2024, Номер unknown, С. 134257 - 134257

Опубликована: Сен. 1, 2024

Язык: Английский

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