Photo‐Induced Homologation of Carbonyl Compounds for Iterative Syntheses

Wang, Hua; Wang, Shun; George, Vincent; Llorente, Galder; König, Burkhard

doi:10.1002/ange.202211578

Angewandte Chemie

2022

DOI: 10.1002/ange.202211578

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Photo‐Induced Homologation of Carbonyl Compounds for Iterative Syntheses

Hua Wang

Shun Wang

Vincent George

et al.

Abstract: Supporting information for this article is given via a link at the end of the document.

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2024

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Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

Xia,

Wang,

et al. 2024

Chemistry A European J

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Functional group interconversion is of great significance in organic synthesis. However, aerobic cleavage of C=N bonds to access carbonyl compounds still suffered from some limitations such as harsh reaction conditions, stoichiometric oxidants, poor substrate scope and use of toxic reagents. Herein, we report a catalyst‐free and photo‐induced aerobic cleavage of C=N bonds to afford diverse carbonyl compounds using oxygen from air as green oxidant. This mild methodology permits N‐tosylhydrazones converted into the corresponding carbonyl compounds including ketones, aldehydes and carboxylic acids, showing broad functional group tolerance and compatibility. Moreover, the gram‐scale reaction and post‐modification of complicated molecules proved the applicability and efficiency of this strategy. Finally, a plausible mechanism was proposed based on spectroscopic investigations and detailed mechanistic studies.

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Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

Xia,

Wang,

et al. 2024

Chemistry A European J

View full text Add to dashboard Cite

show abstract

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Photo‐Induced Homologation of Carbonyl Compounds for Iterative Syntheses

Abstract: Supporting information for this article is given via a link at the end of the document.

Cited by 1 publication

References 71 publications

Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

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