Palladium-Catalyzed\nDomino Carboetherification Reactions:\nSynthesis of Bis-Heterocycles Bearing Isoxazoline and Methyleneindole\nMotifs

A novel and highly efficient Pd-catalyzed approach for\nthe synthesis\nof bis-heterocycles featuring both isoxazoline and methyleneindole\nmotifs is demonstrated. The in situ formation of vinyl Pd(II) species\nthrough an alkyne-tethered carbamoyl chloride cyclization is crucial,\nand the innovative Pd-catalyzed carboetherification of β,γ-unsaturated\noximes with vinyl Pd(II) species has been developed. This method is\nnot only operationally straightforward but also exhibits a broad substrate\nscope and excellent functional group tolerance.

Publication Details

Journal
Figshare
Published
2024-12-18
DOI
https://doi.org/10.1021/acs.joc.4c02679.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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Palladium-Catalyzed\nDomino Carboetherification Reactions:\nSynthesis of Bis-Heterocycles Bearing Isoxazoline and Methyleneindole\nMotifs

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Catalytic C–H Functionalization Methods
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Palladium-Catalyzed\nDomino Carboetherification Reactions:\nSynthesis of Bis-Heterocycles Bearing Isoxazoline and Methyleneindole\nMotifs

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Abstract

A novel and highly efficient Pd-catalyzed approach for\nthe synthesis\nof bis-heterocycles featuring both isoxazoline and methyleneindole\nmotifs is demonstrated. The in situ formation of vinyl Pd(II) species\nthrough an alkyne-tethered carbamoyl chloride cyclization is crucial,\nand the innovative Pd-catalyzed carboetherification of β,γ-unsaturated\noximes with vinyl Pd(II) species has been developed. This method is\nnot only operationally straightforward but also exhibits a broad substrate\nscope and excellent functional group tolerance.

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Catalytic C–H Functionalization Methods
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Palladium-Catalyzed\nDomino Carboetherification Reactions:\nSynthesis of Bis-Heterocycles Bearing Isoxazoline and Methyleneindole\nMotifs · Figshare (2024) | TGRS Research Map | TGRS