2022
DOI: 10.1002/adsc.202101491
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Palladium(II) – Catalyzed Functionalization of Aromatic Amines with Aliphatic Aziridines: Direct Approach to Form O‐Aminophenethylamine Backbones

Abstract: A palladium-catalyzed cross-coupling of an ortho-C(sp 2 ) atom of aromatic amines with aliphatic aziridines to construct the O-aminophenethylamine skeleton via CÀ H activation has been developed. The reaction proceeded under mild conditions with good substrate scope. The O-aminophenethylamine skeleton in drugs or bioactive compounds could be generated in one step in this report.

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Cited by 6 publications
(3 citation statements)
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“…Strategies based on CÀ H activation are also popular but they impose the presence of specific functional groups in the final product. [37][38][39] In the context of synthesizing β-(hetero)arylethylamine scaffolds, several other shortcomings Scheme 13. Pd/NHC-catalyzed enantiospecific arylation of styrenyl aziridines with (hetero)arylboronic acids.…”
Section: Ring-opening Of Aziridinesmentioning
confidence: 99%
See 1 more Smart Citation
“…Strategies based on CÀ H activation are also popular but they impose the presence of specific functional groups in the final product. [37][38][39] In the context of synthesizing β-(hetero)arylethylamine scaffolds, several other shortcomings Scheme 13. Pd/NHC-catalyzed enantiospecific arylation of styrenyl aziridines with (hetero)arylboronic acids.…”
Section: Ring-opening Of Aziridinesmentioning
confidence: 99%
“…Nickel catalysis coupled with photocatalysis, or electrochemistry backed by statistical modelling of ligands has proven to be a promising direction for the rational design of related transformations. Strategies based on C−H activation are also popular but they impose the presence of specific functional groups in the final product [37–39] . In the context of synthesizing β‐(hetero)arylethylamine scaffolds, several other shortcomings should be mentioned.…”
Section: Ring‐opening Of Aziridinesmentioning
confidence: 99%
“…Strategies based on CÀ H activation are also popular but they impose the presence of specific functional groups in the final product. [37][38][39] In the context of synthesizing β-(hetero)arylethylamine scaffolds, several other shortcomings should be mentioned. Aziridines are evidently not as easily accessible as enamides or styrenes, especially with densely functionalized precursors, which adds additional steps in the synthesis of β-(hetero)arylethylamines.…”
Section: Ring-opening Of Aziridinesmentioning
confidence: 99%