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2 article(s) from Zheng, Nan

Visible light mediated intermolecular [3 + 2] annulation of cyclopropylanilines with alkynes

Theresa H. Nguyen,
Soumitra Maity and
Nan Zheng

Beilstein J. Org. Chem. 2014, 10, 975–980, doi:10.3762/bjoc.10.96

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Graphical Abstract

Figure 1: Substrate scope.

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Scheme 1: Synthesis of a fused indoline.

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Scheme 2: Proposed catalytic cycle.

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Full Research Paper

Published 29 Apr 2014

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The chemistry of amine radical cations produced by visible light photoredox catalysis

Jie Hu,
Jiang Wang,
Theresa H. Nguyen and
Nan Zheng

Beilstein J. Org. Chem. 2013, 9, 1977–2001, doi:10.3762/bjoc.9.234

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Scheme 1: Amine radical cations’ mode of reactivity.

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Scheme 2: Reductive quenching of photoexcited Ru complexes by Et₃N.

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Scheme 3: Photoredox aza-Henry reaction.

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Scheme 4: Formation of iminium ions using BrCCl₃ as stoichiometric oxidant.

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Scheme 5: Oxidative functionalization of N-aryltetrahydroisoquinolines using Eosin Y.

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Scheme 6: Synthetic and mechanistic studies of Eosin Y-catalyzed aza-Henry reaction.

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Scheme 7: Oxidative functionalization of N-aryltetrahydroisoquinolines using RB and GO.

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Scheme 8: Merging Ru-based photoredox catalysis and Lewis base catalysis for the Mannich reaction.

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Scheme 9: Merging Au-based photoredox catalysis and Lewis base catalysis for the Mannich reaction.

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Scheme 10: Merging Ru-based photoredox catalysis and Cu-catalyzed alkynylation reaction.

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Scheme 11: Merging Ru-based photoredox catalysis and NHC catalysis.

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Scheme 12: 1,3-Dipolar cycloaddition of photogenically formed azomethine ylides.

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Scheme 13: Plausible mechanism for photoredox 1,3-dipolar cycloaddition.

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Scheme 14: Photoredox-catalyzed cascade reaction for the synthesis of fused isoxazolidines.

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Scheme 15: Plausible mechanism for the photoredox-catalyzed cascade reaction.

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Scheme 16: Photoredox-catalyzed α-arylation of glycine derivatives.

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Scheme 17: Photoredox-catalyzed α-arylation of amides.

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Scheme 18: Intramolecular interception of iminium ions by sulfonamides.

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Scheme 19: Intramolecular interception of iminium ions by alcohols and sulfonamides.

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Scheme 20: Intermolecular interception of iminium ions by phosphites.

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Scheme 21: Photoredox-catalyzed oxidative phosphonylation by Eosin Y.

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Scheme 22: Conjugated addition of α-amino radicals to Michael acceptors.

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Scheme 23: Conjugated addition of α-amino radicals to Michael acceptors assisted by a Brønsted acid.

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Scheme 24: Conjugated addition of α-amino radicals derived from anilines to Michael acceptors.

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Scheme 25: Oxygen switch between two pathways involving α-amino radicals.

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Scheme 26: Interception of α-amino radicals by azodicarboxylates.

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Scheme 27: α-Arylation of amines.

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Scheme 28: Plausible mechanism for α-arylation of amines.

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Scheme 29: Photoinduced C–C bond cleavage of tertiary amines.

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Scheme 30: Photoredox cleavage of C–C bonds of 1,2-diamines.

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Scheme 31: Proposed mechanism photoredox cleavage of C–C bonds.

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Scheme 32: Intermolecular [3 + 2] annulation of cyclopropylamines with olefins.

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Scheme 33: Proposed mechanism for intermolecular [3 + 2] annulation.

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Scheme 34: Photoinduced clevage of N–N bonds of aromatic hydrazines and hydrazides.

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Published 01 Oct 2013

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