![5-Bromoimidazo[1,2-a]pyridine structure](https://static.chemtradehub.com/structs/692/69214-09-1-d8e2.webp "5-Bromoimidazo[1,2-a]pyridine structure")
Reductive coupling of imines with redox-active esters by visible light photoredox organocatalysis
Literature Information
Publication Date
2020-01-22
DOI
10.1039/C9QO01428D
Impact Factor
5.281
Authors
Jiaqi Jia, Quentin Lefebvre
View Original
Abstract
The addition of organometallic compounds to imines is a direct way for accessing α-branched secondary amines which are found in numerous bioactive molecules. Although convenient, such reactions typically involve the formation and isolation of the nucleophile in the case of Grignard reactions, or the in situ formation of the nucleophile for Barbier reactions, leading to stoichiometric amounts of metallic wastes. Herein, we report the direct alkylation of imines with redox-active esters by visible light photoorganocatalysis. With Rose bengal as inexpensive photocatalyst, and green light as sustainable energy source, the synthesis of a wide range of amines and θ-amino esters was achieved from inexpensive feedstock chemicals, in a highly modular fashion.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid
CAS Number:
63039-48-5
Molecular Formula:
C10H15NO4
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2,2'-{2,2-Propanediylbis[(2,6-dibromo-4,1-phenylene)oxy]}diethanol
CAS Number:
4162-45-2
Molecular Formula:
C19H20Br4O4
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