Recent Advances in Photoinduced Oxidative Cleavage of Alkenes.

Autor: Hussain WA; Department of Chemistry, New York University, 29 Washington Pl, New York, New York 10003, USA., Parasram M; Department of Chemistry, New York University, 29 Washington Pl, New York, New York 10003, USA.
Jazyk: angličtina
Zdroj: Synthesis [Synthesis (Stuttg)] 2024 Jun; Vol. 56 (11), pp. 1775-1786. Date of Electronic Publication: 2023 Dec 11.
DOI: 10.1055/s-0042-1751534
Abstrakt: Oxidative cleavage of alkenes leading to valuable carbonyl derivatives is a fundamental transformation in synthetic chemistry. In particular, ozonolysis is the mainstream method for the oxidative cleavage of alkenes that has been widely implemented in the synthesis of natural products and pharmaceutically relevant compounds. However, due to the toxicity and explosive nature of ozone, alternative approaches employing transition metals and enzymes in the presence of oxygen and/or strong oxidants have been developed. These protocols are often conducted under harsh reaction conditions that limit the substrate scope. Photochemical approaches can provide milder and more practical alternatives for this synthetically useful transformation. In this review, we outline recent visible-light-promoted oxidative cleavage reactions that involve photocatalytic activation of oxygen via electron transfer and energy transfer. Also, an emerging field featuring visible-light-promoted oxidative cleavage under anaerobic conditions is discussed. The methods highlighted in this review represent a transformative step toward more sustainable and efficient strategies for the oxidative cleavage of alkenes.
Competing Interests: Conflict of Interest The authors declare no conflict of interest.
Databáze: MEDLINE