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2 article(s) from Lee, Yunmi

Recent advances in copper-catalyzed direct hydroamination of alkenes with (hetero)aromatic amines

Hyejeong Lee and
Yunmi Lee

Beilstein J. Org. Chem. 2026, 22, 925–947, doi:10.3762/bjoc.22.73

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Graphical Abstract

Scheme 1: Mechanistic pathways in copper-catalyzed hydroamination.

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Scheme 2: Synthesis of copper–amido complexes.

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Scheme 3: Cu–amido catalysts studied for the aza-Michael addition of aniline to electron-deficient olefins.

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Scheme 4: Copper-catalyzed aza-Michael addition of (hetero)aromatic amines to α,β-unsaturated alkenes.

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Scheme 5: Copper-catalyzed 1,6-conjugate addition of aza-heterocycles to sulfonyl dienes.

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Scheme 6: Cu-catalyzed aza-Michael addition of arylamines to allylic sulfones.

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Scheme 7: Cyclic(alkyl)(amino)carbene-copper-catalyzed aza-Michael addition.

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Scheme 8: Aza-Michael addition enabled by Lewis acidic copper catalyst. ^a20 mol % bpy, 50 mol % Na₂CO₃.

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Scheme 9: One-pot cyclization via aza-Michael addition enabled by Lewis acidic copper catalyst.

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Scheme 10: Lewis acidic Cu-catalyzed tandem reaction via aza-Michael addition.

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Scheme 11: Copper nanomaterials-catalyzed aza-Michael addition via Lewis acid activation and radical pathways.

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Scheme 12: Copper–amido-mediated hydroamination of aniline with vinylarenes.

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Scheme 13: Copper-catalyzed anti-Markovnikov hydroamination of (hetero)aromatic N–H with vinylarenes.

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Scheme 14: Hydroamination of oxa- and azabenzonorbornadienes with pyrazoles.

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Scheme 15: Copper-catalyzed enantioselective hydroamination of cyclopropenes with pyrazoles.

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Scheme 16: Copper/Brønsted acid system for hydroamination of strained alkenes.

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Scheme 17: Hydroamination of allenes enabled by Lewis acidic copper catalyst.

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Scheme 18: Enantioselective intramolecular hydroamination through aminocupration followed by radical processes....

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Scheme 19: Visible-light-induced copper-catalyzed hydroamination of styrenes.

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Scheme 20: Lewis acid-catalyzed radical hydroamination of styrenes with isatins.

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Review

Published 11 Jun 2026

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Regioselective formal hydrocyanation of allenes: synthesis of β,γ-unsaturated nitriles with α-all-carbon quaternary centers

Seeun Lim,
Teresa Kim and
Yunmi Lee

Beilstein J. Org. Chem. 2025, 21, 800–806, doi:10.3762/bjoc.21.63

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Graphical Abstract

Scheme 1: Synthesis of acyclic nitrile-substituted quaternary carbon centers from allenes.

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Scheme 2: Hydrocyanation of allene 1a with tosyl cyanide.

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Scheme 3: Hydrocyanation with various di- or trisubstituted allenes. Reaction conditions: allene 1 (0.3 mmol)...

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Scheme 4: Hydrocyanation with various monosubstituted allenes. Reaction conditions: allene 4 (0.3 mmol), (iBu)...

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Scheme 5: Gram scale reaction.

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Scheme 6: Synthetic applications.

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Scheme 7: Proposed mechanism.

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Full Research Paper

Published 17 Apr 2025

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