Unveiling the potency of a phenalenyl-based photocatalyst for intramolecular dehydrogenative lactonization‡
Literature Information
Publication Date
2023-11-07
DOI
10.1039/D3QO01662E
Impact Factor
5.281
Authors
Partha Pratim Sen, Vishali Pathania, Sudipta Raha Roy
View Original
Abstract
Here, an intramolecular dehydrogenative lactonization reaction has been accomplished by combining a phenalenyl-based organic photocatalyst and a Co(III) co-catalyst. Due to its extremely high excited state redox potential, the phenalenyl motif could directly oxidise carboxylic acid derivatives to generate carboxyl free radicals without the assistance of an external base. This protocol allows access to multiple 4-aryl-2H-chromen-2-ones by using the external oxidant K2S2O8 and shows diverse functional group tolerance for biaryl-2-carboxylic acids. Moreover, the reaction was performed on a bulk scale with a very good yield.
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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
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N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide
CAS Number:
2101206-92-0
Molecular Formula:
C20H30N2O10
![1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide structure](https://static.chemtradehub.com/structs/141/1412439-82-7-b9a9.webp "1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide structure")
1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide
CAS Number:
1412439-82-7
Molecular Formula:
C33H31O4P
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